It Started With A Spanking

Look who’s back!! As you may well know I have spent a significant portion of my time this year working on the road at our Boston office. I’m really happy to say that during the last ten days I have now closed that office up and I will no longer be required to go up to Boston. Because it is just a part of my working life I don’t think that I ever truly appreciated how much these trips took of my time. It’s good though because I want to get back to posting more frequently, and now I should have more time to do that.

Because I don’t get to take my normal vacation time I almost always have to take it at the end of the calendar year just to use it up. That means from Thursday of this week I will be off until the New Year, which will allow me to catch up on things that I have neglected. One of those items to be done is the last interview that I did with Dana Specht. Due to not being in communication on a frequent basis I missed her original summer trip, and as my time has been so precious I have yet to edit the video. So during my time off next week I will finally get to render the video.

Also, on Friday, it will mark the tenth year of this blog. Can you believe that? Now I know that this year hasn’t been my most productive, but I fully expect to have this blog for another ten years. In fact to get back in the swing of things and to celebrate 10 years of blogging, I am going to take a post of each of the last ten years and post them for the next ten days. It might stretch to eleven though as I will probably do something a little special for the anniversary.

The unfortunate part is that I haven’t taken any spanking pictures myself in forever. The last one was where I spanked Pixie at my workplace in front of the Empire State building, but other than that it has been an age. There are probably 200 pictures that I have taken with ellee that haven’t been posted, but these will all be from the same scenes, just different angles. Maybe I can go through my archives to find an unposted photo from years ago.

So first on the agenda is the third post I ever made on here where I tell a quick story of the first spanking that I ever gave back in 1979. Every year up until now this has been the most popular story by a country mile. Each January I give you my top ten lists for the year and this story has virtually double the number of views to the second story. That changed this year though, for the first time in ten years this story is no longer the most read story on this site. Just a side note with that, even though I haven’t posted as much this year, people continue to come here to read the stories in their droves. This year so far I have had 82,000 plus people just read the stories in the calendar year to date, which is in the region of over 200 times every day a story of mine is clicked on.

Anyway, it is a flashback story to start with. This story helped to shape a lot of who I am now and some of the things that I enjoy can be directly related to this original scene. It’s funny when I look back over the active years and how this story has helped me, and probably not, surprisingly, as people may expect. Because I have such a strong mindset in regards to spanking I know what it is that I enjoy, and alternatively what it is that doesn’t appeal to me.

So enjoy the story and I will be back tomorrow with another post, this time from 2007.

This story details the first spanking that I ever gave and holds a special place for me. The pictures in this story are taken from my two movies THE CHEEKY BABYSITTER and SCHOOLGIRL BLUES.

THE FIRST SPANKING

It is now 37 years ago that I officially began an actual life of spanking, a very fortunate experience that helped shape the person I am. At that point in my life I was very confused with my thoughts of spanking, certainly the beatings I suffered as a child were no source whatsoever to fuel those desires, and still I was fascinated by the whole thing. When you suffer at the hands of someone else for so long you develop a certain sense of survival skills, skills that aren’t measurable, but skills that nonetheless protect you from the outside world and the capability to form functioning relationships. The first time I ever trusted a girl to let her become my girlfriend wasn’t until I was 16 years old, that’s right, I had never sought to form a relationship with a girl until I was 16. Most of that came from the fact that I never wanted to subject anyone to my life, the fact that I spent every day of my life in fear, wondering whether this was going to be a good day, or a bad day.

Being that I began to work in the later months of my 15th year, and now at 16 working full time, it gave me new kinds of freedom that I had yet to experience. The institutionalized fear was still there, it had always been there so it was going to take many years to break the cycle of being mentally controlled, I would even go as far as to say that even at 48 years old there are still aspects that affect me when forming relationships. The defense mechanism that has always been present to prevent myself from getting hurt, it probably isn’t always a good thing; however it allows me to maintain control of myself and my own destiny.

When I started to work I formed a relationship with this girl who like myself, had had a very rough time growing up. She was also 16 and like most young people from council estates back in England at that time (1979) she was economically forced to earn her own keep and contribute as a financial source to the family. We actually hit it off really well and were very soon doing all the flirtatious teasing and immature things that young people do. Being that both of us were not in a position of wanting to introduce each other to the hidden aspects of our lives, we would spend our time hanging out in secluded areas. Sitting in parks at night, finding spots in vast fielded areas where we could hide and fool around, petting and groping and even just laying there snuggled up together.

A big part of the fooling around of course was my swatting her butt at every opportunity I had, there had never been any nudity up until that point other than hands going through clothing during the make out sessions, a blue ball nightmare if you ask me, lol. Still, any spanks that were landed were on her jeans, her skirt, her slacks, pretty much whatever she was wearing on any given day. She only ever put up token resistance and every time it happened it was always accompanied by roars of laughter and fun. The very first time that changed, and the image that I always associate with spanking, happened one day at her Mum’s house.

This was the first time that I had ever been in her Mum’s house and even to this day I don’t recall where her Mum was that day. All I do remember is that she had invited me to come to her house after work as we would be able to have a couple of hours inside a house for once, instead of sitting in a park or a secluded field. We rode our bikes the two miles or so and entered her house through the backyard, in hindsight this was perhaps because she didn’t want any nosy neighbours catching her bringing a boy home and then having to explain that to her Mum. In no time at all the two of us were laying on the couch making out, my hormones raging as I held one hand onto the back of her head and the other grasping her bottom underneath her skirt.

The petting was hot and heavy and my mind was only in one place, was this going to be the first time we went all the way? At some point in the proceeding she literally had to push me off her as she made some excuse about getting a drink, at my age now I completely understand that she was probably fighting the urge just as hard as I was,and in her situation being that it was her Mum’s house I don’t blame her for one minute. So yet again I was left with the complete frustration that all teens go through as I waited patiently for her to return. When she returned, instead of sitting next to me she sat on the edge of the couch that we were making out on.

I was like a rampant bull though, watching her sit there flustered and sipping at a glass of water I edged myself over to where she was. There was nothing stopping my desire to continue with our make out session though, and very soon my hands were all over this girl who had suddenly turned into the ice queen. I’m not sure if it was her teasing, or whether or not she just knew that she shouldn’t carry on, but all of my advances were being rejected completely. The next thing she did is the one that has plagued my mind for 37 years though, it was the thing that set in motion my real life experiences in the spanking world and forms an image that I always want to seem to create.

As my amorous self continued to try and persuade my prey, something bratty came into her mind, it seemed obvious that she felt I needed cooling down a bit and she poured a decent amount of water over my head. At first I was stunned until she let out a rapturous laugh, and then I didn’t even stop to think about what I was going to do. I unceremoniously hauled her off the arm of the couch and straight across my lap, the glass holding the remains of the water flying across the floor. Now I had never done anything like this before with her, everything that we had done had been with disheveled clothing, but this time without even thinking I immediately raised her short skirt in a flash.

My eyes bulged; there, beneath me is this squirming girl whose bottom is covered by these flimsy white nylon panties and a hand that is furiously working to either pull down her skirt, or to stop my hand descending upon her bottom by trying to cover it, even perhaps just trying to maintain a little dignity and not allow me to stare at her uncovered rear. Now I obviously knew that what she was wearing was of some type of silky material as my hand had been groping it for 20 minutes or so, but this was the first time that I got to see her whole bottom in all it’s glory, anything prior to that had been quick little glimpses and peeks of her bra, her undies, her thigh, this was actually the first time that I had seen her lower half completely uncovered, save for her panties of course.

Now that I have had many experiences in the spanking world I realize that what I did next would not be an acceptable practice, but I was only 16 years old at the time and didn’t know any better. I raised my hand and brought it down onto her bottom and continued spanking the seat of her panties until she was able to push herself off of me, perhaps only a total of 20 smacks before she hit the floor. God if I only knew then what I knew now as she screamed at me “You arsehole”, then looked at the floor and said in a frightened tone “Look at this mess”

It was like the spanking never took place as we scampered to get paper towels to clean up the water. I’m sure at some point soon the water would have just dried, but it wasn’t doing so at the precise moment that we were trying to clean it. The best remedy we were able to come up with was to place the footstool over the wet area. Before long any amorous desires had left and very shortly I was also out of the door leaving behind a pretty distraught young lady, as I got on my bike and just rode around not wanting to go home. As much as I was mad that there was a possibility that she was going to get in trouble, the main thought that kept playing itself over and over in my mind was hauling her off the arm of the sofa and flipping up her skirt. Not only did I think about it all that night, I still think about it to this day. Whenever I spank a girl and I lift up her skirt, if she is wearing some form of bikini styled white nylon/silk panties then the pinnacle of my spanking world is revisited, and the session always turns into a very enjoyable one for me. Its amazing how one small act can have such a powerful effect on one person’s life.

After that event our relationship went downhill from there, we did see each other every day but we started to hang out less and less. Eventually she left her Mum’s house and ended up in a young girl’s shelter with 50 or so other troubled young ladies. I visited her there a few times but it wasn’t long before we no longer worked together and stopped seeing each other altogether. After having my own troubles for several years I did bump into her just one time, she was now 21, Married and had 3 children including a set of twins. Now that I have emigrated to America I do still wonder if everything turned out alright for her. My next piece will cover a very long dry spell, and coming to terms with the fact that I thought I was a total freak for having these spanking desires.

Hanging With Pixie

It has been a long time in the making, and this weekend I finally got to spend some time with the bratty cat known as Amber Pixie Wells. Due to both of our crazy work schedules, along with Pixie’s school and the three and a half hour distance, we don’t get many opportunities to actually hang out in person that often. I can’t say we met halfway because my journey paled in comparison to hers.

The day that we had planned was totally vanilla, at least that’s what I was thinking anyway, but when you have a building pass to your work and a girl in desperate need of a spanking, sometimes things take unexpected turns 🙂

In the food department we are both adventurous and after a short subway ride downtown we headed for Chinatown. You would think that a restaurant in Chinatown would be on every corner, but we ended up walking about a mile to find one. Once we did of course there were a 100 of them. Out of the corner of her eye Pixie spotted one that said Vietnamese, a quick discussion and we were like “Hell yeah”, so for the first time ever I had Vietnamese food. To say it was delicious was an understatement, and we shared a desert that I could have had for a main course.

Before the check even got there we were arguing over who was going to pay. The check arrived and he put it right in front of Pixie. Well the pup wasn’t having that, I quickly reached over and grabbed the tray, and just as quickly Pixie snatched the check off of the now empty tray I held. I was growling, but not for long, because our next stop was candy heaven. Even though I still seethed as we left the restaurant, the immediate waft of raw fish from the store next door altered my senses.

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We headed to a 78 year old candy store where they have so much choice that you can spend an entire day in there. We certainly took our time, Pixie was armed with wish lists and I just wanted to spank her with one of the paddle lollipops above. There was a couple of vintage items that I wanted which I put in Pixie’s basket, but after five minutes I was retrieving them with my own basket in hand. Items like Slo Poke and Black Cow found their way into my basket along with Reeds Butterscotch. When all was said and done, Pixie offered to put my bag in her backpack to save me carrying it around, and that’s where it stayed until I got a text around 11pm telling me it was still there. Not to worry though, Pixie is mailing it to me, and she was even kind enough to say that there will only be one bite missing from each 🙂

Man did we walk that day though, if I remember rightly it was something like 7 plus miles based on something Pixie had on her. It was tiring, so before we headed to dinner I decided that we could visit my workplace to cool down and relax for half an hour. It honestly wasn’t planned, seriously, but with the Empire State Building right behind my work I just had to ask if we could get a pic. Pixie of course was gracious and we posed for a spanking shot as I gently spanked her.

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We climbed back in from the balcony and I suddenly had an idea, perhaps I should spank her after all. An empty office on a Sunday, what better time. Pixie of course wanted to know why she was being spanked, because, you know, there had to be a reason. Well there was a reason, it’s just that I couldn’t remember what it was. And I tried really hard to remember, in fact I had even come up with old facts that I think impressed her, like how penicillin was invented. Could I remember why I owed her a spanking?  In my best Northern accent “Could I hell as like”.

Nonetheless, I just had to be a bully. Remembering where I was it couldn’t be long, but over my knee she went with her shorts down and a pair of purple nylon panties staring up at me. Normally I am one of those super nice guys, a really concerned human being, Sunday wasn’t one of those days. In England back in the 70’s we had a thing called a short, sharp shock, and that’s exactly what Pixie got. probably no more than 50 spanks, but I do believe that I heard her say  “Oh Jesus” during it. Yes, I will be the first to admit that is was much harder than it needed to be, and am I sorry for that? Well, I will leave that for you to decide 🙂 Pixie herself didn’t seem that impressed with my smugness, perhaps a feeling of unfairness lingered in the air for a while, especially when I smirked as she sat down.

MORE PIXIE STORIES

As we headed to dinner one of us was smiling. At least I was until this panhandler saw Pixie’s bag and heard my accent. He sensed a victim and not only made a bee line for us, but even followed us from his corner spot where he has the biggest crowd to con. Yeah, I’m a bit of a cynic when it comes to panhandling. There is a guy who sits outside my work each day holding a sign that he needs $68 to get to Seattle for his Mom’s funeral. Seven months I think it is now that he has held it. Behind his sign that he holds with a bowed head is the book that he is reading. Even if you was the worst panhandler in the world you would make $68 in a few days. Anyway, the panhandler found out pretty quickly that despite my English accent I am a New Yorker. I’m not often in the city on a Sunday but man do the tourists have my sympathy, it isn’t just panhandling, it is in your face aggressive panhandling.

Anyway, I have to stop now because it is late and I need to get to bed. The pair of us had dinner and a bit of fun with the waiter. And before I finish let me add, he was a great New Yorker. During our meal he comes over with a carry out dish and said  “I heard you mention the train you were getting and they just announced it”. Now Pixie’s train wasn’t a definitive, but we both thought that it was so nice gesture to look out for your fellow human being that way. We relaxed a bit and Pixie got the next train instead.

It was a great day though. Lately I have had a lot of stress and I couldn’t think of a better way to relax for a while than to hang out with my buddy. Next time though I’m sending myself an email to remind me of why I need to spank her.

There might be diction and grammatical errors in this post, but I will fix them tomorrow, I’m tired right now 🙂 I might even elaborate a bit more in a later post, I did kind of whip this one together pretty quickly to get it done tonight.

Flashing Her Panties To The Boys

Any excuse for a spanking, right? Well, in a way, but not when your mind works like mine does.

As time has gone on I have found out what it is that makes me tick. Now despite having been to many parties and developing many friendships, I’m really of the opinion that I am more of a private player than most. Sure, I take part in as much as I can and a few years ago I used to be that person who would play publicly with just about anyone. As time has gone on though I have felt more and more that I am most comfortable using the  ‘less is more’  philosophy.

There are times when I think that other folks don’t think that I am having a good time, but nothing could be further from the truth. The only difference is that my definition of a fun time differs slightly from others. I’m not alone in this, there are many people who take a more docile approach at parties, but that is the great thing about attending, you can do things at your own pace.

What happened on Friday at the Boardwalk Badness party, going into Saturday, was one of those special moments that I strive for. Certainly it was an event that was the highlight of the party for me because of the way my mind works.

Just prior to the party I had introduced myself to Bertha Mason online after reading her profile on Fetlife. Now at the SSNY party in December I had met Bertha but it was nothing more than just hello really. On Fetlife I simply do not seek friendship requests any more, I always approve them but I never actually seek to add them. After I read Bertha’s profile though, and answered a public question or two that she had, I requested her friendship through a private message.

Her profile interested me and there were a number of items on there that I felt we had a common interest in, none more so than the simple comment that she liked kindhearted people. That is something that gets me at my core every time as I thrive on kindhearted people. So my plan was to friend request her, say more than hello at the party and that pretty much was it, I had no intention of seeking play.

On Friday morning at the party there was a meet and greet for the new people at the party and Mike Tanner had asked me to go along as a familiar face. Because of the time that I got there I was only able to stand in the hallway craning my neck, along with a group of other people. Bertha was one of those people and she was a few feet behind me. She had actually been in front of me at one point but I got the feeling that she was getting  ‘boxed in’  by a growing plate of testosterone. Now call it spanking radar if you like, but I just knew what was about to happen next, and my thoughts came to fruition almost right away. Clearly someone must have asked her how her bottom was and from a side on view for me, Bertha raised her dress to show her bottom. From the angle that I was at I got the awesome view of her from the side as she showed off her white panties hugging her curves wonderfully.

It wasn’t long after that when I sought Bertha out to tell her that I thought that what she did was really hot. Hey, look, I’m a spanko and I know what I like. It reminded me of the first time that I played with Pixie, when, after spanking her, the giddy girl ran to the mirror, flipped her skirt up and looked at her red bottom whilst grinning from ear to ear.

The whole day went by where I thought no more about it. Okay, the image may have flashed through my mind once or twice, but that was it. It was only when I went to bed that night did something strike me, and as tired as I was it was like I had just had a shot of espresso. My devilish mind started to work overtime and I began to devise a plan. This wasn’t something that I discussed with Bertha, and I was taking a big chance with being overly presumptuous, but I had a feeling that this would work, and from my conversations with her that weekend I also felt that this was something that she would enjoy.

The thoughts in my head were this  “Naughty little girl, flashing her panties to the boys like that. Why I ought to spank her for that”

Now a couple of weeks ago I had seen the class rosters for the Boardwalk Academy for girls, so I knew Bertha was in one of my classes during the schoolgirl academy, I actually remembered it because her name was one of the few where I was asking Jules just who these girls were. Which of the three classes she was actually in I had no idea, but I did know that she was on the roster.

As Kor-E and I did our pre class run through the wicked thoughts ran through my mind once again. We had 45 girls to cater to, but I was going to give one of them a little extra attention. If what I had in mind worked, it could be something that she remembers for quite a while.

As a gag I had put a  “Naughty chair”  sticker on one of the chairs in the front of the class, basically it was for the unlucky girl in each class who couldn’t see it when she sat down, and to provide giggles to all of the girls sat behind her. Not in Bertha’s case mind you. When she walked in with her classmates she was already looking frightened and her mouth opened as I met her entering, telling all of the girls to find an empty seat but stopping Bertha and saying  “Not you, Bertha, you sit right there”. She did not look like a happy camper.

I was feeling wicked and I had a plan to enforce. I asked Bertha to stand up and from the look in her eyes I knew that I was going to make this work, after all, I had planned it all the night before.

When I invest myself into something I go all out with all of the little idiosyncrasies that can make a scene special. If it is important to me then I want to make it equally as important to the person I am playing with. Everything that I did that morning from the moment Bertha arrived was deliberate, every single thing.

Bertha was standing at the head of the class facing forwards, just as I had planned for her to do. I walked behind her and addressed the rest of the class as she looked away from me, making sure that I didn’t use Bertha by name, just talking about her in the third party. I’m not going to lie, I was getting a kick out of watching her looking at the floor and shifting uncomfortably from foot to foot as I sternly spoke about what I had to say to the class. Now I don’t remember it word for word, but this is the general gist of what I had to say.

“Hello ladies, and welcome to your geography class. Now one girl in particular has not gotten off to a very good start already. Just yesterday, during orientation, I observed this particular naughty girl doing something egregious on her very first day.

Do you know that I observed one girl in this very class flashing her panties to the boys yesterday? Now, that particular girl has earned herself a private detention with me after class”

At this point I started to head towards Bertha to enforce my plan of arriving at her feet to deliver my final line, the timing had to be perfect.

“So, as this girl likes to flash her panties to the boys, she should have no problem flashing them to me in detention when I take her over my knee…….”

I arrived in front of her at her feet with perfect timing

“And I give her a GOOD. SOUND. SPANKING”

It couldn’t have turned out better if I tried. The final three words were drawn out individually and I could almost hear her whimper. The little that I could see of her face was bright red as she looked at her feet. As I backed up I added  “You can sit down now, Bertha”

I watched Bertha sit down and without a word of a lie, she looked petrified. She wouldn’t look at me, she just stared straight past me with her mouth open and she genuinely appeared scared. Her heart must have been going ten to the dozen. The thought even crossed my mind  “I hope that she doesn’t start crying”

As I continued the lesson with Mr. K I kept my eye on Bertha and her expression changed very little, she still had the look of a scared girl on her face and it was almost like she was trying to digest every single word that I had said. I really felt like fist pumping the air, it worked out way better than I hoped it would. In fact it was near perfection, the look on her face is something that I won’t forget in a hurry I can assure you, in my dreams I had hoped for that response and I got more than I had hoped for.

What was really cool was during the spanking portions of the class. Due to our positions, Mr. K had to spank his girls in front of the class, which, as luck would have it, were just a few inches from Bertha each time. It is one of those little things where I wished I could have read her mind. Was she really that scared? Had my words really had a profound effect on her where everything now seemed all too real? Whatever it was, whenever Mr. K spanked a girl, Bertha looked EVERYWHERE other than at the girl being spanked. Looking at the floor, looking at her skirt, looking at her neighbor, ANYWHERE but looking at the girl being spanked. Every swat was met with a wince from Bertha. I’m not sure if her reaction was the same when I spanked a girl because I was too busy concentrating on matters at hand.

Once class was over and there were a few giggles as the girls were leaving, I stopped Bertha on the way out and said  “And remember young lady, I will see you later”  as I tried to maintain my stern character.

With her mouth still open and a red face she replied  “Yes,sir”

Hours went by and self-doubt started to creep in. Bertha had genuinely looked scared senseless during class and I started to question myself as to whether or not I had overdone it. After all,this was her first big party and the last thing that I wanted to do was actually scare her for real. There will be plenty of time for that later.

The first person that I saw at the banquet that night was her roommate, DragonEmrys. I pestered her to make sure that Bertha wasn’t genuinely scared and Emmy assured me that she was fine. Pandy joined in the conversation and not long after I saw Bertha arrive. While it may be a scene killer I had to make sure that she was okay, and while my words had still resonated with her, she assured me that she was fine, that what happened was scary, but it was a good scary. Once I found that out I also reminded her that I was serious, she had a spanking coming.

Later that night everyone was on the suite level and I bumped into Bertha a couple of times. A lot of play was going on and I was prepared to be patient and wait my time where we could dart off. Well I didn’t have to wait long before Bertha found me and she asked me if now was a good time for us to go away for a bit. Talk about being giddy, there is something really special when a girl seeks you out specifically to play.

It was scene killer time again but I had to enforce some scene rules. I like to see myself as a role model so I simply had to ensure her safety. Before starting I told Bertha that she could stop the scene at any point if she started to feel uncomfortable, and she wasn’t to hesitate if that happened. She happily agreed and then I switched into character.

This was something that I was relishing as I dragged the chair into the middle of the room. What could be better than a shaking girl feeling repentant, not wanting a spanking and submissively following my every lead? I began my opening talk with the following question  “So, why have I called you here today young lady”?

This was it, I was expecting some serious squirming and I was going to milk it for all it was worth. Give me an inch and I will take a mile, scolding is one of my fortes and if I think that I can make a girl squirm then I will turn her face as red as a beet. What I got in return though was the complete opposite of what I was expecting, the complete opposite, her reply to me was  “I don’t know what you are talking about”

That genuinely threw me for a loop. The last thing that I was expecting from this meek girl was resistance, petulance and combativeness. It took me a minute to get my game plan back on focus and she had me stumbling on my words for a little while there. It was just beginning though, little did I know that I was literally going to have to spank a confession out of this little sprite.

It was like Bertha had planned this just as much as I did, even when I took her over my knee and I started spanking her. There was no way that she was going to say why I was spanking her.

Now you know that there are certain things that I find aesthetically pleasing, but I do have to say this. When I lifted Bertha’s skirt and starting spanking her on her cotton panties as she pounded her fists into the carpet  (Yes, she really did this!! It is the little things you know)  there wasn’t an image that could have topped it.

Want to know what I was dealing with? This should give you an idea.

“Now Bertha, why are you being spanked right now”?

“Because my skirt came up and YOU were looking at my panties and YOU didn’t like it”

Believe me, if this was someone who I spank frequently that had said that, I would have bared them right there and then and I would have spanked their bottom bright red with no further questions asked. What a brat!!

The first thing that I had done when I arrived in Atlantic City was to put a special hairbrush on the dresser and it was going to stay there until I used it for the purpose that I intended it for. Due to Bertha’s behavior however, that time had been moved up to NOW. This was the first time that I was playing with her though so I wasn’t going to spring this on someone all of a sudden.

Without breaking character I wanted to make sure that this was something that Bertha was okay with, so I said to her  “If you don’t answer me, Bertha, I am going to get that hairbrush on the dresser and I’m going to spank you with it”

The game continued and she continued to play innocent, just a flat out refusal to acknowledge why she was being spanked. So I had given her the warning with no response, and now it was time to let her know that I was serious. If she answered me then I knew that she didn’t want the hairbrush, but if she resisted me then it was telling me that she was okay with it.

“This is your final chance, Bertha, you either tell me why I am spanking you or I am going to take that hairbrush to your bare bottom right now”

Silence!! Just an air of willfulness lingering around the room. Right, that was it.

I stood Bertha up and as she rubbed her bottom I went and got the hairbrush. She had been fairly warned and now she was going to get the hairbrush, and unfortunately for her it is a pretty mean hairbrush.

Now I can’t remember if I spanked her over her panties with the brush first, or whether I went straight to the bare. The image that I do remember is applying the hairbrush to her bare bottom.

The hairbrush was very effective!! It didn’t take long before Bertha told me why I was spanking her, it didn’t take long at all, but if she thought that the spanking was over she was clearly mistaken. I’m pretty sure that I had told her that her spanking would begin once she told me why she was being spanked.

Okay, so that wasn’t exactly true. After all, I had this little mite over my knee for ages already so I could hardly start over from the beginning. I did however make sure that I gave her quite a healthy dose of the brush on her bare bottom before I was done. That was the point where we had genuine squirming and writhing as the brush repetitively bounced off her bottom.

Even though we had been there for a while it seemed like the scene was over far too soon. Realistically I shouldn’t have felt that way because for me the scene had started more than 24 hours before we actually played. It was one of those scenes that I strive for though, an idea in my mind that turned out to be way better than I could have hoped for. The moment that I told Bertha to sit in the chair that I had designed with her in mind, the game had begun. If I could bottle up the way that she acted as I scolded her in front of the whole class then I think I would be the happiest man in the world. Though, the look on her face when I told her that she could sit down after I scolded her was as priceless as could be, a genuine look of a girl who has just realized that she really is in trouble, it was perfection. All in all the game had been played for about 14 hours in total.

After the spanking and the hugs I had to get out my Malaysian cane, she is Asian after all. I was hinting at using it and then I just came out and asked if she wanted to try it. This was the happy part of the scene as she willingly lay over the bed for a few gentle strokes, and then it was over.

There may be other scenes down the line, that is something that I would love to discuss with Bertha at some point, and there may also come a day when I spank her for real with no games being played. If that time ever came then I think Bertha herself would tell you that it would not be a pleasant experience for her, however, it would probably be a pretty powerful one for her mind.

There are certain things in this world of ours that totally define who I am,and Bertha Mason had just given me one of them.

Spanked The Girls And Made Them Cry

Before I was able to post this I wanted to make sure that I had the approval of all of the girls concerned. Through some very long email replies I am glad to be able to post this with the permission of them all.

So far in this little world of ours I have always considered myself to be a blessed individual. Where else can you go to have such an emotional connection with people, many of whom you would have probably never met had it not been for what we do.

Throughout my first 50 years I have had one method of play, though within that play there are many different variations. Of course the play itself has only happened in the last ten years pretty much and I really think that this works to my benefit. I’m not somebody who knows it all, there is no one area that I excel in and dare I say it, there are more people who are far more experienced than I am in many different aspects of our chosen lifestyle. Despite the running joke about Richard Windsor’s ego, I honestly don’t have one, I’m a really humble man. There is still a large scope that I have yet to learn and I never want to be complacent enough that I think that I have all the answers to everything.

What I am going to talk about today is going to be very long so get your popcorn ready. I’m going to be talking about discipline, submission and the biggest one of all, the conflict that I am going through in my own mind.

There is no secret to Richard Windsor, I have been very open about this lifestyle of ours, how I fit into it and going through a long process of realizing what it is that motivates me and what makes me tick. Sometimes I have encountered negativity through this, because of my feelings regarding dress code I am susceptible to a certain portion of the female audience feeling that I am a chauvinist. By becoming more aware of what it is that I want though it has helped me progress with the battle that I have in my mind.

Many people have an idea of what it is to them that makes discipline work and I have found mine, It is very unconventional I will be the first to admit, but asking someone to dress the way that I like is more than something that I find physically appealing, though of course that has a lot of importance to me, it is all to do with the origins of discipline and submission. Every situation has to start somewhere and mine generally begins in that area.

You might be surprised as to the relatively small number of people who take a step for me in that direction. A lot of times you will hear tales of women asking men what it is that they want, and the man responding with a variation of  “Whatever you want is fine with me”. That drives me nuts because I can lay out a hundred different scenarios that would work for me, yet I consider myself lucky when I get just a small portion of that. I have told you all dozens of times though, the girls who do something with me in mind increases my fondness towards them tenfold. Those are the origins of submission to me, because those are the girls that I invest in emotionally.

One thing that has often been said to me is that at a party it just isn’t possible to cater to everyone, and to some degree that is true, but not always. I can guarantee that at pretty much every party I am able to connect to the special people in my life. I bring to the table what they want and in return they bring to me what I want. Clearly I understand the comments about parties, but if you want it bad enough you will make sure that it happens, and it is so important to me that I make sure it happens.

I’m at that stage in my life where I am not sure whether or not I am selfish, or whether I have accepted what is in my mind that I know what I want to strive for. You may have possibly read my writing regarding having an interest shown in me by the other person and how important that is to me. Seriously, I would rather play 5 times with people who want to play with me than play a hundred times just for the sake of playing. To say that I am as stubborn as a mule is an understatement, but it isn’t through choice, it is through my mindset.

There are triggers that work in a big way for me, both positive and negative. I don’t mind doing the dance in regards to spanking, but there has to be a point where your potential partner wishes to dance with you as well. I can lose interest in a heartbeat when I feel like I am getting the cold shoulder. Despite the UPT moniker it really isn’t that easy. For me to function in any type of play my potential partner has to have some interest. I’m very basic in that manner, if a girl is super gung ho about playing then guess what, so am I. If she is blasé then my approach generally follows in line. We might actually play but there isn’t much investment in the scene. At the very far end of the scale are the potential partners who want to make you work for it. Now I have no problem putting in a little extra effort, but little is the key word here, I’m not chasing anyone. If I have asked at various places 3 or 4 times and we still haven’t come close to playing, why would I waste my time? I’ve never gone short of play time. Seriously, think about it, why spend countless amounts of time chasing something that you might or might not enjoy, when you already have what you want waiting for you? It is a no brainer for me. Yeah, I come across like an asshole for saying that I know, but life is way too short not to enjoy yourself.

One thing that I have never really written about is submission and how it applies to me. Do I like girls of a submissive nature? More than you could ever imagine, it turns me on emotionally in the worst way. You only have to take a look at my history to get an idea of play partners. Honestly, some of my thoughts will never be shared on this topic, but they can run pretty deep. Submission at its core began in the paragraphs above, the connection made through the desire to interact. I’m quite a simple creature really, if you please me then I will want to please you.

Now we get in to the subject of punishment,an area that is a new one to Windsor. Over the last few years there has been a transformation for me. While I still love to play, there is a darker side. In fact some of my darkest fantasies involve some very deep events, so much so that I doubt if I will ever get to act them out. This past weekend I delivered three punishment spankings which all had the same effect, the end result of all three is that each girl cried.

You would have seen me write on the topic a great many times but in this post I am going to take it up a notch, which might perhaps alienate more girls from me but I am cool with that, I can live with it in order to be honest with myself. What I hope is that the people that it doesn’t turn off will have a better understanding of who I am.

When I ask someone to dress the way that I would like it isn’t just for me to get my visual jollies off, when these requests are met there is an empowering gift given to me that somebody wants to please me. This is the origins of submission that I already spoke of. When somebody invests in me then I become invested in them. Sometimes I think that I sound like a broken record because I have spoken about this topic many times, but a part of me really believes that a lot of people just don’t get what I am saying.

There is a slight conflict there though when it comes to punishment. Where punishment is concerned it really shouldn’t matter what a person wears because that equation shouldn’t come into it, but it really does for me. It is all part of the package that increases my dominance and it is a level of submissiveness that is important to me. All three of the girls mentioned above who shed some tears during their time with me, each one of them dressed with me in mind on some level. We speak often of the head space involved for a submissive but it is rarely spoken of for a top. Now I am fully aware that for a lot of tops they really couldn’t give a shit about what a girl wears, however, I’m pretty sure that there is “something”that makes it work for them.

There are a couple of things that I would like to put to rest before continuing. Whenever I write about things that make everything work for me there always seems to be a universal acceptance that some people will tell you that it doesn’t work for them so deal with it. What they are forgetting though is this is what does it for me, my writing is done through my eyes and not through the eyes of another. Dress is just one aspect in a vast cove that embraces me. It goes along with demeanor, respect, friendship, how one interacts with others etc. Right now I am about to really open up and give my feelings on some of these areas.

The first girl in my story made a comment to me a long time ago that really helped me see things for the way that they were. Now I have a huge conflict here with my own demeanor and approach to life and how it can affect the dominant personality that I also want to portray. There is no denying that I am a bit of a clown, I like to perform, there is no fear inside of me that I am going to make a fool of myself. Many of you would have seen the fun videos that we have done for BBW. Whether it is the creepy guy, the asshole, spankback mountain or any other role that I set myself up for, it is pretty clear that I have a very good sense of self-deprecating humor. There are times though that I think that I can set myself up where girls might not take me seriously.

I’m one of those people who really isn’t into bratting in any way, shape or form, but the line of what consists of bratting can be so vast that we might not even be able to measure it. There is nothing that I love more than cute and playful (think ellee acting like a prairie dog), being naughty for a reaction and a real sassy persona. My friend once described to me what is was, based on her interpretation, that the line was for me. It is to do with being emasculated. This isn’t just in person but in the written word as well, when the behavior never ceases. Every interaction is designed to make you feel like less of a man, and in this instance we are solely talking about spanking here. When there is a never ending license to do what one wants with no chance of repercussion. It may not even be deliberate, though there are many times that it can be. You only have to follow my posts on the spanking world to see the amount of times that the same people will try to undermine me. It is the biggest turn off.

We all have our own chemical makeup and that is one area that I learned really was an area that bothered me. Girls 2 and 3 in this story fell into that category in my eyes for a short period. The first of which is a longtime friend who I allowed to continue doing what she did and said nothing, mainly because she is a friend and what was happening was harmless, even though it really bothered me. For the most part that was my fault for not expressing my feelings, however, when I did express those feelings and asked for it not to happen again, it took very little time and with the aid of peer pressure it did indeed happen again. It is one of the few times that I was genuinely mad. You allow your friends some extra leeway when it comes to accepting things that you don’t necessarily like, you even allow them to undermine you publicly, but there has to be a point where your friendship is more important. While it hasn’t happened yet, the girl who applied the peer pressure and is also a longtime friend will also have that talk with me. More tears will be on the horizon. She should pay special attention to this post.

The final girl that I will write about I had a 100 questions going through my mind, the first of which, and perhaps the most important, was did I have any right to punish her at all. What she did, in the grand scheme of things, was pretty insignificant. In fact a good number of people are going to ask  “You spanked her for THAT”?  When you read why you will know how I feel. In this situation I very much like what I have, and the last thing that I want is for that to change by a behavior that gets to me. Trust me, I have gone over the incident many times, even questioning myself, but I came to the realization that this really was important to me. I wanted to set a bar as to what I feel will make our friendship a very good one for many years to come. It will appear trivial to you I’m sure, but I don’t regret doing what I did at all. It is perhaps the biggest change in my life since turning 50, I’m drawing lines in the sand. For the first 49 years of my life I had never made a girl cry from a spanking, in a span of 24 hours three girls shed some tears this past weekend.

Have you ever sat back and evaluated yourself? What it is that you like, what is it what you want, and what it is that you are willing to sacrifice in order to get it? I think that as one gets older it becomes a lot easier to know what it is that you want. At one point in my life I’m pretty sure that I did everything in my power to be liked, even compromising a lot of self-worth in order to get it. That is something that has slowly dissipated over the years. Like anyone, I think that we all want to be liked, but as the years have gone on it isn’t something that really bothers me anymore. Life is way too short to make friendships hard work. I’m open to letting anyone into my life, but just as quickly I am open to shutting the door as well. I’m as blessed as any man can be, I have such wonderful people in my life that I don’t need to work to get friends.

In a way I feel like I should have my biography written already so that people can understand the reasons that make me act the way that I do. When I grew up I had a horrible life, but I made a vow when I became an adult to never let anyone treat me that way ever again. There really is no middle ground in my life, if you like me then I like you, that’s all I ever ask for is for people to be nice. If you are unfriendly towards me, whether you are male or female, then move on, I want nothing to do with you. I’m 50 years old now, I know how people are supposed to treat each other. Like I said, I know where I come from and I will never allow myself to be treated as less than equal to anyone.

The first girl in my story will not be named. This is someone who has helped me improve my respect for myself. I have always been pretty confident but she added a female perspective to it. It would be fair to say that over time this has been the first friendship where I stepped up my game a bit and started to institute rules. They were very simple, it wasn’t much of a request, but many spankings later we got to a point where what I was installing at spanking parties started to have an effect on her real life. The rule that I had in place became common practice for her in her everyday life and she freely admitted that it helped her.

At a party this year the improvement was remarkable, we went the whole weekend without incident, until the final day. In fact it was KlutzofNY who first heard that there had been a lapse in the rule and she feared for my partner. She was right to feel that way because I addressed it immediately, in front of everyone. Let’s be real though, once in an entire weekend wasn’t so bad so a hand spanking would suffice. Unfortunately, not 30 minutes later the same mistake happened again, only worse this time.

Due to the party finishing it was an owed spanking and this weekend is when it was cashed in. I took the girl down to my room and let my feelings be known, telling her what the potential consequences could have been had it not been for me. In fact I told her it was the maid and it is only as I am writing this did I realize that I was the one who saved the day. I’m not going to say what it was, but the girl could have left the party and caused herself some major grief had I not made a discovery.

So now the punishment, it was intended to be swift and hard, make no mistake. It wasn’t long by any means but I talked throughout and laid the leather paddle down without mercy. She held in well, right up until I told her that she had ten to go. On number 7 the whimpering stopped, it was replaced by tears. For the first time in my life I had spanked someone to the point that they cried. It wasn’t really from the severity of the spanking, it was with the combination of my words. Years ago that would have bothered me tremendously, but in this instance I didn’t blink, there were still three swats to go. The punishment was well deserved, a benchmark had to be placed and I laid it down. If it happens again I have a feeling that the tears will come long before the spanking is over.

The second event that happened just so happened to be the very next spanking that I gave. It wasn’t planned, it was just supposed to be a play session, but as the spanking began Kat made a sassy comment that put me in a toppy mood. I reminded her of what she had done and that she was still owed what I had promised her, and I quickly turned the play into something serious. Okay, perhaps I didn’t follow the punishment mantra here, but the timing was right.

A long time ago at a spanking party,an event happened which was very humorous for the girls. It was actually funny and I played into the joke, gave a fun spanking and all was done with. The picture of me that was drawn was then posted online and again, I’m game for a laugh and I played into it. Then another pic was posted, and another, and another, in fact it never ended. Practically weekly the joke continued without my involvement. Now as I mentioned earlier, these are my friends so I sacrificed my feelings in order for them to have their fun. Yeah, it did bother me but it wasn’t worth getting in a tizz over.

Here is the thing though, it is that one line that I not only have a problem for myself, but for other tops as well. This never ending process of undermining a top for a cheap laugh. Now I know that there are going to be many girls who disagree with me here, and one person’s play is another person’s nightmare, but I really draw the line at the point that I think it becomes disrespectful to the top, especially when everyone else can see and people start to feel sorry for the top. If there is one piece of advice that I can give to girls it is this. Have your fun, but know when to stop!! Never get to the point where other people are thinking that this is now becoming disrespectful, because I can assure you that the top thought that long ago, no man ever wants to feel emasculated, most especially in this world of ours. Even in online conversation and banter, know when to draw the line and offer some acceptance of the tops role. This might make for a good discussion, but I feel pretty sure that we all know where the line is.

So it had happened again, this picture once more surfaced with a threat and I clearly stated that I didn’t want it posted. Amber Grey decided to join in and egged Kat on and the picture was posted, that really made me mad. This time I wasn’t playing around and I very quickly requested that the picture be removed immediately, and did so quite sternly as well. The seal was broken, all of a sudden two girls realized that they had stepped over the line, and in my mind it was way over the line. A long discussion followed and while I understand that Kat was upset over it, so was I. She removed all previous pics which really wasn’t necessary, as I have stated both to her and on here, I can’t hold her accountable if I never said anything.

So the mood has changed and I am now spanking Kat and reminding her of her transgression. My understanding of Kat is quite high and I know that her mindset here will affect her if I am spanking her for real. The feisty Kat has long left us and now I have a contrite girl on my hands. At what point she started crying I have no idea, it could have been during the hand spanking but if it was then I didn’t hear it. During the caning though it was quite apparent that there were some sobs.

Kat was due to get 12 with the cane, but on the 5th stroke the cane broke. Now my room was mere feet from where I was standing and I could have retrieved another cane, but here’s the thing, Kat was already crying so my point had been made. I don’t need to be that rigid to make my point, the point had already been made long before the spanking ever occurred and I know that Kat felt dreadful over it. The caning was almost irrelevant really, just a tokenistic enforcement of how I was made to feel.

It is a very difficult balance and I never want to take away anyone’s fun, but when that fun is at the expense of someone else there has to be a line drawn, whether it is self-drawn or enforced. So my advice to anyone if something is bothering you, speak up about it and nip it in the bud. It was never Kat’s intention to upset me over this, and by not speaking up I allowed it to blossom. On the other side of things, don’t give yourself free license to constantly go after someone, at the very least check in with them, especially if they stopped participating six months before. Even the BBW owners check with me first before casting me in the role of an asshole to be seen by the entire spanking world.

Now we come to the finale, and out of all of the tears from the weekend, this was perhaps the most unexpected.

If you have followed me for the last 8 months you would have seen many a picture and read many a story involving the wonderful girl who is known as ellee. So many wonderful memories already, and keepsakes that will provide us both with enjoyment for decades to come. This is ellee we are talking about, a girl so good you could almost feel guilty for spanking her, if she didn’t enjoy it so much.

Now I’m going to lay a true confession down as I mentioned at the beginning of the post, when I spanked ellee for real it was for the most trivial of reasons on the surface, and I’m even going to tell you what it was that she did.

It was somewhere around 6am and we were all playing a game where the girls always seemed to end up getting spanked. During one round ellee and KlutzofNY were hugging right in front of me so I waited for them to finish to be seated, before I could do that though, ellee looked at me, pointed at my seat and said  “Sit down”. The top gene rose right to the tip of my forehead which was very quickly noticed as she scampered back to her seat. Unfortunately for her she was sat right next to me. That simple gesture bothered me, in fact I won’t tell you what it made me feel like but it wasn’t pleasant. There was a small piece of humiliation wondering just how many people saw it and what they might have thought, how many pairs of eyes rolled.

It doesn’t sound like much at all, does it? To me though it was something that I didn’t want to see, nor do I want to see in the future, to be directed by hand gestures. Ellee is a very special girl and she means a lot to me, in fact I have even gone as far as to say that she is the one person who dragged me out of the shell that I had fallen in to. Every thought that I have of ellee is a positive one, she makes me a really happy person, I can’t allow our friendship to take a different direction by not addressing an issue that came up. There are certain creatures that you direct with hand gestures, I’m just not one of them. I did what I did simply because I like ellee too much and I value our friendship tremendously.

Despite my feelings,and even after admonishing her immediately, when the next day came around I really figured that I was making this a mountain out of a molehill, but I was bothered by it. During the day on Sunday I took a long walk around the lake, playing things over in my mind and wondering whether I should let it pass. A hundred questions I asked myself, the most important of which was this, do I even have any right to spank her for real? We were at a spanking party after all and this is supposed to be fun. The thing is though, she really does mean a lot to me and if I let it happen once then I just as well accept it as standard. I think too much of her to allow that to happen. I think of ellee as that mock prairie dog who was looking over the couch every 5 seconds to see where I was, who ran and hid behind and under things when a spanking was coming, the girl whose energy rubs off on everyone she meets. I never want to think of her as the girl who issues directives by pointing a finger as to where she wants you to go. Yes, I admit that on the surface that it appears trivial, but she was important enough to me to want to draw a line quickly.

For once it wasn’t a game for me, and I don’t think it was for her either. In fact ellee herself may have felt it was trivial, I’m really not too sure about that, but I do think that she feels that if I felt it was important then she would too. You can put your own thoughts on a postcard, but do bear in mind that I don’t need a reason to play with ellee, I simply have to ask her. At no point do I go looking for reasons to play. ellee is an incredible person, one of the nicest people I have ever met.

When the event occurred I took her by the wrist and led her to the library room, for some reason I felt that the ambiance would add to the mood. As soon as we got to the room I put ellee in the corner and told her to wait for me, and then I went back to the living area. Now ellee doesn’t know this, but while I was there I talked to Jules and at one point I shrugged and stated  “I think she might cry”.

It wasn’t something that I was banking on, it was just a feeling that I had from looking at her face. When I returned to the room I called her to me, took her hands and placed them on her head and then pulled her skirt up. I had run this over in my mind beforehand during my period of reflection, I stated to her the following sentence “Now I’m going to ask you a question, but before I do so I am going to help you with your answer”  and I proceeded to spank her thighs 6 times.

Next, I asked her the question  “At what point in our friendship did you become comfortable enough to direct me around with hand signals”?

Ellee couldn’t answer right away other than to say she was sorry, she just covered her face and despite being warned to put her hands back on her head she just couldn’t do it. Six more spanks to the thighs later and we were back to where we started. The mood was pretty dark and her answers were very quiet, all of which were interspersed with the words  “I’m sorry”

I have played with ellee many times and I have spanked her pretty hard on occasion, but this spanking was a simple hand spanking. As I lectured her during the spanking I could see that she was uncomfortable, covering her face or playing with her pigtails when I asked her a question. Now I had planned to spank her for far longer than I did, but the heat in the room was gross, but I made sure to announce that I was pulling her panties down to her knees during the spanking and that is exactly where they ended up.

Perhaps this one gesture had a small part in how she felt. Ordinarily when we have finished playing I pull her panties back up, but this time I didn’t, I simply told her after her hand spanking to pull her own panties up and to go back to the corner as she had a caning coming.

Now I am not totally sure of this, but I think that ellee became teary eyed and started to cry as I was spanking her, once she got to the corner however, that is when the tears really came. For three minutes the only sounds in the room were the sounds of ellee sniffling and sobbing. Ellee was in the room by herself but I had an audio running of our interaction, and I only found out just how much she cried long after the event.

Why this happened I have no real idea other than ellee knew that she had really done something that actually got to me. When I moved ellee into position for the cane I will have to be honest, I actually thought that she was going to cry throughout it, but she didn’t, between the corner and taking up position she managed to pull herself together. Okay, during the first two strokes there was still a lot of sniffling, and towards the end as I looked at her, I noticed that she started to shake her head in a no motion and I thought that she was going to start crying again before the final strokes landed, but she didn’t, ellee managed to hold it together. When it was over we talked for the longest time with her curled up on my lap. Even then I asked her whether or not she thought the reasoning was trivial, and she started to answer but decide against it and just laid her head back on my shoulder.

Upon reflection it doesn’t seem like much, but I adore ellee and I want nothing but positive thoughts of her. In my heart I really don’t believe that she understands what that gesture meant to me, and at the same time I won’t over emphasize it. What is important to me is that ellee understood that I felt she had crossed the line and she accepted it, that means an awful lot to me, it really does. Throughout everything that happened over the weekend, this is the one moment that was the most powerful for me, it was very moving. If I have listened to ellee alone in the corner once, I have listened to it a hundred times.

Why it happened that way I have no idea, that is something that only she can answer, but to tell you the truth she doesn’t need to, I am fine with her keeping that to herself. There were two lines that she said to close the event that had a big impact on me, firstly it was the line  “I haven’t cried from a spanking in a really long time”, and the other made me feel really proud, and that was  “Thank you for spanking me”

The first two spankings I had expected tears, and while I thought the third spanking might produce tears, I was still surprised that ellee cried.

Now for the important part, did any of this bother me?

Not in the least!! At one point in my life I never wanted anyone to cry during a spanking, in fact it would have bothered me, but now I am far removed from that. In situation one the tears could have started immediately and I would have carried on. Kat held herself together for the most part and only really cried at the end, and if I’m really honest, I wanted ellee to cry throughout the caning just to let it all out.

A big part of me changed this weekend, even KlutzofNY had moist eyes when I finished spanking her right at the very end of the party. I was pleased with how I handled things, my demeanor was calm during the lectures, perhaps it worked well because I am normally a super happy guy that it was strange to see me act in this manner. These events contributed heavily I think to the post party drop that I am feeling right now, it was a good place to be. My views on submission increased dramatically and my role I also think increased significantly.

Where do I go from here though?

My dominance is at an all-time high and the first thought was to offer my services to the girls in question, that if there was anything troubling them that I could help with then I would gladly do so. That isn’t my position or role to do though, these were one off events and we all have our own lives to get back to. Perhaps there is an outlet for them though, if they ever find themselves in a position where they do have no place to turn, they know that I can help them free themselves from what is on their mind by reaching out to me.

Do I have any regrets from the events that took place? Not at all. I think that my bond with each girl became stronger and even if they don’t feel the same way, they each mean a little more to me because of what took place. I enjoyed steering them right, providing guidance and some catharsis, the tears didn’t bother me in the least and I was more than content to spank a sobbing girl, as I will be in the future.

Things have changed, Amber Grey and Prux will find that out firsthand the next time that I see them both. I’m still the same person that I always was, but now I draw lines in the sand. Many girls like to tread that fine line between good and bad, it’s just that now I plan to call them on it.

Friday Night Lights

Part 2 is now posted and can be SEEN HERE

Friday at the freaks party started off slowly for me, but that was partially planned as there was a long way to go and I didn’t want to become burnt out. I knew that my SSNY folks were around somewhere and I did go down to the casino many times during the day in the hopes that I would run into them, but it wasn’t to be. At around 6pm I decided that I would pay a visit to the main suite, not really with an idea of playing but to say hi to everyone. That didn’t work out as I ended up staying for the entire evening.

There were many people to say hi to and some old friends with whom I hadn’t seen for a few years to catch up with. Of course one of the biggest goals of this party was to play and to make sure that the few items on my list that I had arranged actually got to happen. Whilst I had engaged in a private scene the night before my first real play of the party occurred with Alex Reynolds. Alex and I had plans for a punishment spanking later in the party so this was a nice way to develop a relationship beforehand with a warm up spanking.

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Warm up spankings are exactly that, nothing serious other than a reasonable hand spanking that desensitizes the bottom and allows them the ability to engage in heavier play now that their bottoms are warm. Of course I try to do the trippy headspace thing but I think for the most part that it falls on deaf ears. It is just something that I do though and is a natural part of play for me. Alex and I hadn’t played before so I was happy that we could get started like this. It was an even nicer treat that her dress had a built in slip which is something that is rarely seen anymore in relation to spanking, and underneath she wore white cotton panties. We played for a good 5 minutes and I even put my hat on her head. After all, she was the only girl who had ever worn my hat who wasn’t spanked by me.

My groove had been found early and I was at this party to play, so I didn’t waste much time before I asked Lily Starr if she would like to play. At Crimson Moon a few years ago Lily and I did a brief caning scene and that was the only time that we had played, so I was determined to play with Lily even if it was only for a warm up spanking. Of course I wasn’t expecting so many layers so my initial spanking must have felt like child’s play to her. We did eventually get her down to her panties though and I hope that she felt some of it.

Now I was beginning to get warmed up, and by warm I mean I was starting to get hot, lol. It wasn’t very long after I played with Lily that the opportunity to play with Erica Scott came up. I’m a guy so I don’t remember specifics, so I’m not sure if I asked her or if she asked me as we were sat near each other. This scene was a lot of fun as Erica’s partner, John was sat nearby and he is a riot. It is early days in the party and the whole idea was for warm ups, but as this spanking went on I started to get into it and with the encouragement of John’s comments I picked the pace up as we all laughed. At one point I heard John answer someone “Is he spanking a girl? No, he’s spanking like a girl”. Now remember, there was three way banter going on between Erica, John and myself and this was totally appropriate for our scene.

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Erica had on these silky green panties that were delightful, and as much as I would have liked to have carried on for a while, I really was getting hot. So I thought of a different tactic. Erica was nicely warmed up so I decided to start spanking her with my left hand. For anyone who has felt it, you will know that my left hand is significantly stronger than my right hand. Finally I was getting some reaction from her during this time and her bottom was a delightful shade of red. Once the spanking was over there was a suggestion of the cane, and I’m going to have to say that it was Erica’s suggestion as I don’t normally offer the cane to someone with whom I don’t know that well.

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My Malaysian cane was in the room and because I hadn’t used a cane on Erica before I decided that I would use it very carefully. We had decided on 6 of the best and I tried to start out light and build up in the hopes that I could judge Erica’s reactions. Once the 6 were over John joined in the conversation and said that 7 was Erica’s lucky number and once that was done then John even suggested that we go for 11. Now I can use the cane all night but we are early in the weekend and I wanted to make sure that Erica was okay with it. Erica had no problem and I even think the strokes started to get harder. Once the 11 were up John had make a suggestion for 21 but Erica cut him off this time with an eloquent statement that you can read in her Party Report Part 2 right here.

That was the first of my New year’s resolutions completed. Erica was on my list of people who I wanted to play with properly.

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It was sometime after this that I got to see the SSNY guys arrive in the evening, most of them anyway. With me I had brought my late Brother’s earring which is something that I normally wear in my right ear to parties. The problem is though that the thing is a tricky sucker to clasp. During the evening I had asked three girls if they could assist me but with no luck and then I had spotted Maria, who I felt would be someone who could do this. I was right of course and I was so happy to now have it in. Maria is someone with whom I have not played with nearly as much as I should have. We had played at the New Year’s party and I have an internal goal to set some time aside at each party to play with her. Unfortunately this wasn’t one of my better efforts as we had gone in the back room which I found to be hotter than the main room. It is a big issue that once you start sweating during giving a spanking then it isn’t going to stop the more you continue. I had wanted to play a bit longer but I guess if there was a plus side, it was a nice warm up for her.

After this I decided that I needed to cool down for a bit and found my way to chat with Calicutie and Mr. Kaufman, two friends of mine from long ago. It was during this conversation that Cali had suggested that we play and I was surprised as I wasn’t sure whether or not they played with others. Cali however gave me one of her spanko lotto cards which meant that I could redeem it for 25 swats with the tops choice, and also get to scratch the other two selections for additional swats. Before this happened though I asked Ten if she would like to join me for a cigarette. The two of us found ourselves in the back bedroom bathroom where the smoking section was and soon after we were joined by Alex and Heather who were looking for some get away space so they put up with our smoke. My ego got the better of me and I pointed out to Alex and Heather that this was the very tub that I had spanked Ten in at Shadowlane.

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Once we were done with our cigarettes Ten climbed into the tub again and gave me a knowing smile. With the grace of a ballerina I step over the tubs edge in my socks, made contact with the porcelain and promptly did the splits over the edge of the tub. I think the only one who didn’t notice was Ten who was rocking from side to side.

Now earlier in the evening I had given Ten a pair of pink nylon panties which she was proudly wearing around the room, and this was what was currently adorning her bottom right now. Well I hadn’t given them to her for nothing of course and I was delighted that we were going to play while she wore them. I can’t really say much other than I warmed her bottom nice and long and we did an impromptu scene where I got to use my voice. Honestly, I can’t say much more other than the scene was very, very hot and resulted in Ten getting a nice red bottom. There is something about this bathtub scene and as Ten said to a fan on Twitter today, “Don’t ask. I fell in love with that bathtub”

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Ellee's Story

It has been a while since I last told a tale of a real life spanking that I have given. There was one that happened recently though that has brought me out of a bit of a spanking funk and has renewed my excitement about the future. One area of spanking that I have put on the back burner for many years now is the art of roleplaying, and this special person has helped me to realize just how much that I love to do it. Often I have talked about quality over quantity and this solidifies my view on that because this has the potential to be a very special event for me. Actually I should say that it has already been special and my hope is that it continues.

Just to give you an idea, there are many different scenes on spanking sites on the Internet that you would have seen that I have devised and created. Creativity is something that stimulates my mind and nothing makes me happier than to be asked for my input in creating a spanking scene for a company.

At a previous party a girl by the name of Ellee had approached me to tell me that she had been reading my writings for many years now. We chatted for quite a while and my immediate thought of course was to ask her to play, but that is one area that I’m not so good at. When I meet someone for the first time at a spanking party I hate being one of the folks who immediately says  “Would you like to play”, it just seems so impersonal to me. From my past experience I have to chat to people first, and if a play session is meant to happen then it will probably do so the next go around. It might be an approach that I need to change, but I have always been the type of guy to actually want to know someone first. From the first interaction I certainly wanted to, but at the same time I didn’t want this to be the only interaction ever between us. I wanted a mutual connection on some minor level. Being that I am always super careful with someone who I don’t know during the first spanking, it might have been a disappointment for Ellee had we played that night anyway.

The following week we got to meet up again at a different party, and as usual the nerves were there for me as they always are at a party. This time there was spanking going on and my desire to play with Ellee was high. After some milling around, Ellee came my way to chat, though if my inkling is right I think she was also saying  “Here is my dance card, would you like to play”?

This is one area that has always been a struggle for me. Now I know that the onus is on the guy to do the asking and I have no problem with that of course, but just walking up to someone and saying  “Would you like to play”  without any interaction at all is something that I struggle with. This is where the girls can play a key role by showing some interest in playing with a guy, to allow the guy the opportunity to pop the question, by letting him know that she is okay with it.

I think that I am fairly blessed in knowing who wants to play with me and who doesn’t and generally I can get a good read on people. You don’t really need to be a genius to be able to work this out, you just have to be honest. Obviously I never go short when it comes to playing so perhaps I am more in tune with myself. There are a lot of girls who show eagerness to play with me so that tends to be my focus. That is a different topic for a different day though. Ellee had made it well known to me that she wanted to play with me so it allowed me the opportunity to play the game, to propose a play date. I guess I am a little old fashioned that way.

This time the pleasantries with Ellee would also include some spanking talk as we chatted, and when the time was right I asked her if she would like to play. Now my memory isn’t something to be proud of, in fact I can forget what I did yesterday pretty much, but the words that came out of her mouth I remember very clearly  “I would like that very much”  were the words that she said. While I may be known as the ultra popular top, those words were like music to my ears, it sounded beautiful. Despite popular belief, I am ALWAYS really honored when someone truly wants to play with me.

So I wanted to avoid jumping straight in and I told her that I would be looking for her, which wasn’t going to be that long I can assure you, a little anticipation can go a long way in my eyes. When I returned to set up the play date she was gone!! It’s a spanking party after all, so this time I stayed where I was and I waited for her return. That isn’t something that I normally do, wait around for someone, but I wanted this to happen as much as she did. Once she did return I allowed for the recovery time and after Ellee and I made eye contact, with a nod we knew that we were both ready and I gave her a playful  “Go up to your room young lady”. I’m not even sure if she heard me say that, I sure hope that she did.

Now I’m not sure if we had talked about it beforehand in the earlier conversation, or whether it happened on the spot, but we both discovered that we liked to roleplay. So I was very quick to come up with a reason why my niece needed a spanking, it was a real reason, and Ellee began to plead her case. The first thing that I discovered was that this is one very smart girl, she could think quickly on her feet and had me tongue tied. By the end of it I think that I was holding on to the flimsiest of reasons to spank her, but then the magic happened. When I asked Ellee what I said I was going to do to her based on a previous discussion, she lowered her head, thumbed the hem of her pretty dress and simply said quietly “A spanking”. It is moments like this that define spanking for me. Seriously, girly girls drive me insane and Ellee couldn’t have looked any more girly than she was at that point, so vulnerable and dare I say it, cute. If you have read about me for a long time you will pick up on the things that enhance a scene for me, Ellee had just done one of those things.

The alpha male adrenalin surged through my body. Now I knew that mistakes were going to happen during this play session, it was the first time after all and it was to be a foundation for the both of us. Ellee went over my knee on the bed and for as long as I could manage from that position, I warmed her up through her dress, then the slip that was attached to the dress and then finally the treat, the cutest unicorn panties you ever did see. By the way, the whole time that this was happening, Ellee had the smaller of my ivory hairbrushes on the bed in front of her.

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Of course I really wanted to have Ellee otk, but there was no chair for us to use, and with the bed not providing my body with any support we had to change positions for her to go over one knee. Once the hand spanking was over I asked Ellee to pass me the brush. It was something that I happened to notice, but she didn’t give it to me straight away, instead she studied it first. One of the scene breaks happened during this time as well. I’m a party veteran after all and Ellee is fairly new to the scene, but that doesn’t mean that I have to forget my manners. Stopping the scene as I delivered the hairbrush to the seat of her panties I had to pause and ask her  “Are you okay with your panties coming down”?  It presented no problem for Ellee, other I think than her thinking that it was an unusual question for me to ask, so I resumed the spanking, and when the time was right I told her that she was now going to be spanked on her bare bottom.

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Now this wasn’t a hard spanking by any means, nor was it meant to be, I wanted to learn about Ellee here. The little nuances that I could play off for future events, her demeanor, her fighting spirit, her resignation. It may surprise some people but that is something that is very important to me, I want to know what works for the person that I am playing with and I hope that they afford me the same courtesy. It all added up to one wonderful scene. When all was said and done I pulled up her panties while she was still over my knee (always do that to be respectful guys) and yet another error occurred when I pulled the panties up so well that the left side gave her a huge wedgie, lol. Afterwards Ellee sat on my lap and I noticed straight away, mild spanking or not, her butt was on fire. This was a getting to know you spanking and I couldn’t be happier, I knew right there and then we could produce some good chemistry going forward.

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Later on Ellee had stated that she wanted to try my Malaysian cane, and of course I would be delighted to give it to her. As the night drew near I waited for an opportunity for our paths to cross for what seemed like hours, before coming to the conclusion that it wasn’t going to happen. Everyone had gathered from upstairs to say goodbye and I rued a missed opportunity, it was something that I had built up in my mind and I was a little disappointed that it wasn’t going to happen. Before Ellee put her coat on though, she looked at me and said as she smiled  “I would like to try your cane one day”. Well this isn’t my normal style at all, but I had been waiting for a good part of the evening to do this, and as everyone was putting their coats on I got very toppy and said  “Good,let’s do it right now”

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Now I know what Ellee is capable of taking from having looked at her pictures, but that is never my goal in life. There is an old adage that I always apply, just because a girl has been known to take it, it doesn’t mean that you have to give it. When I play with someone I do so as I would with anyone, the first spanking will never be a serious one, nor perhaps will the second one be. The level of the spankings increase as time goes on. This could be one of the reasons that I am successful in finding play partners, by building up a trust between the two parties from the get go. Ellee will find out what most girls find out as time goes on, when it is time to be serious then it will be time to be serious. The friendship is more important to me first.

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As Ellee’s husband took the pics I had decided on giving her six medium strokes with the cane. Once again, I’m careful with a cane, but I could tell right away that Ellee could take what I was giving quite easily. So as her husband complained that he couldn’t get the right shot I increased it to twelve strokes. Unfortunately it was super late and people wanted to leave, so after stroke 9 we had to cut it short and I said that I would give her one more. Knowing it was the last one I picked my favorite spot, right on the underside of the cheeks, something that I had hoped would make Ellee shift uncomfortably in her car seat. Once again there is one of those little things that I adore that happened. After the hug, without a care in the world Ellee held her dress up and started to rub her bottom through her panties. That type of thing makes me smile a lot and I quickly snapped the camera up from her husband and grabbed a pic of it happening.

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After this evening our friendship picked up via email. We shared ideas and thoughts, put together a roleplay where we would both be in character throughout, and I even bought her a pair of white nylon panties to wear with her uniform. It was going to be months before this happened, but it was something to look forward to. Whenever I do a roleplay with someone I try to put in as much effort as I can because it is the intricacies of a scene that could make or break it for someone. It is certainly the case for me so I assume that it is the same for others. In fact the more that I think about it, even if I am giving someone a serious spanking I put as much effort in. Ellee’s friend Alex will find that out soon.

Just after Christmas something happened, Ellee had emailed me to ask me if I was going to be somewhere on New Year’s eve, just imagine my delight when I found out that she was going to be there as well.

The roleplay that we have set for later on is safe and I didn’t want to ruin that special occasion,but the moment that I knew Ellee was going to be at the party I devised a new plan. We have a school scene planned for the future and my creative juices started to flow, perhaps we could do an Uncle/niece scene as a prelude to the schoolgirl scene. All I did was give Ellee the basics of her being sat in her bedroom in her pajamas waiting for her Uncle to arrive, she had no idea of how much work I was going to put into this scene.

The first thing that I did during our email exchanges was to create a template of a school letterhead and type a letter from her headmaster to her Uncle. This was something that I did that was based on our conversations and by reading her profile, to try and find the little things that I thought might work for her. The scene that I played over in my head was of a girl who still gets spanked sitting in her room reading a letter from her school detailing her misbehavior. Try and imagine yourself in that position as you are waiting for the inevitable, there was no way in my mind that I thought that this trick would fail.

Ellee had no idea about any of this until the day of the party itself. To tease her I had let her know about the letter during the party and at one point she flat out asked me with an anxious look  “Do you really have a letter”?

My response was wicked, with a grin I replied  “Oh yes, and you will have some explaining to do”

That was the time when I produced the letter from my bag to show her that it existed, only to show her there was a letter mind you, she was still going to have to wait for it. That is part of the preparation that I had planned, I wanted her to think about this letter, to be able to get her mind in the game, and I think that it worked. Once she saw the letter she acted a bit frantic and you could almost hear her tummy rumbling.

Now all week leading up to this event I had played things over and over in my mind, what I was going to do, what I was going to wear, what I was going to say, all the little things designed to make her squirm. When I got to the party there was no Ellee, and hours went by where I felt a little deflated having spent so much time putting in the thoughts that I had done. It was at a time where I had assumed that she wasn’t coming when I overheard someone say that she would be there at a certain time. Oh man, now I was pacing, running the thoughts back over in my head, my excitement level was at a fever pitch. When Ellee arrived she was already in her pajamas which just increased my desire to act this scene out with her.

It is a party and I didn’t want to rush anything, I never do. I bide my time and decided that after midnight, once the New Year was upon us, that was the time when we were going to do this. I could sense the excitement in the girl, she wanted that letter more than you could imagine and made mention of it several times, that is why I kept delaying the scene itself, to keep her on her toes. Like I said, we are now in character, and the moment that I start we are going to remain that way. It is difficult being at a party but I scoped out a room, grabbed the letter and then it began. When I approached Ellee she was smiling, it told me that she wanted to be a part of this event.

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In the sternest voice I could muster I said  “Ellee,I received this letter from your school today and you have some explaining to do. Now you take it upstairs to your room, read it, and you think about what you have to say to me”

Ellee was gone, I have never seen a girl run upstairs that fast in my life. I will be damned though if someone hadn’t grabbed the open room while I was preparing the scene. The empty room was the one I wanted, the one with a vanity at the end of the bed that I could sit on and put Ellee over my knee, but that was the one that had just been taken. We had to step out of character a little bit as we waited for a room, but shortly afterwards we had one and I just turned around so that Ellee could go about her business.

The letter was long, but besides that I was going to make her wait anyway. I wanted her to read the letter, digest it, and think of what she was going to say to get out of it. As eager as I was I had already played this out in my mind over and over, to get inside of her mind I needed to give her the time to spend on her own. I was to find out that later on that it had indeed worked. Ellee had read the letter twice, even concentrating on certain sentences more than that.

Now before I go on, earlier in the evening I had given her the white nylon panties and a part of me wanted her to put them on for the scene. This should give you some idea as to how important the schoolgirl scene is to me though, I want that one to be really special, and the panties are a part of her uniform, so that thought left my mind quickly. I had already seen earlier in the evening that Ellee had on a very small pair of red panties, and though she didn’t know it at the time, her pajamas were coming down from the get go so they seemed perfect for this purpose.

The details are so important to make this work. I picked up my brush and walked up the stairs, just like that famous picture of the girl with the covers pulled up to her chin as her dad stands in the doorway holding the hairbrush. I don’t know if Ellee had heard me or not as I was coming up the stairs, but soon I knocked on the door. I heard no answer so I walked straight in to see Ellee sat sideways on the bed toying with the letter next to her, almost like she was wishing it away. She didn’t look at me at all, Ellee looked squarely at the brush that I was holding and with a pout and a deflated sigh she looked away. Placing the brush down on the dresser I asked her while standing with both of my hands on my hips.  “So, what do you have to say for yourself”?

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There was a shrug and then she began, every excuse that she could think of was coming out of her mouth and at one point she almost had me. I’m telling you, this is one smart girl here. Nothing was going to let her talk herself out of this one, as much as she tried. Allowing her ample time to give an explanation I decided that the time was now right. Walking over to Ellee I grabbed her by the upper arm (I pay attention to detail also) and told her to stand up and it was now that she realized that it was going to happen  “I’m sorry I lied”  she said as she twiddled with her fingers, hoping that this admission would somehow suffice but quickly asking as well  “Do I have to get a spanking”?

“Yes, you most certainly do young lady, and what’s more, it is going to be a good sound spanking at that”

Ellee hadn’t given up totally though, there was some fight left in her as she contradicted herself when she mumbled  “I didn’t really lie, technically”

Man do I wish that I had a chair at that point, in retrospect I should have made her wait for a while as I got one. I’m 5’7” and sitting on a bed to give a spanking just doesn’t work for me. There is so little space for proper arm movement and the back is unsupported. So it was over one knee again and the pajama bottoms came straight down. My goal had been to spank her soundly with my hand from the start, but the position I was in wasn’t conducive for me, it certainly wasn’t as thorough as I had wanted it to be. So I did the best that I could for a couple of minutes before telling the naughty girl  “Now I want you to stand up and go and bring me that hairbrush”

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Like any good top I watched her red bottom glide over to the dresser as her feet tangled up in the pajamas at her ankles, and then I got the treat of the last act of defiance when Ellee picked up the brush. A foot stomping girl making a declaration  “This is so not fair, I don’t want the hairbrush”. Yes, right before she was about to get spanked with a hairbrush she had a little tantrum.

With a pout to sink a battleship she reluctantly brought the hairbrush over to me, carefully studying the back of it as she did. Taking the brush from her I then gave Ellee a lecture about her behavior, and then a decision that I had made for the future  “Now I spoke to Mr. Windsor at your school and I have given him my permission to punish you as he sees fit from this day forward. Not only that, but if you get punished at school you are also going to get punished when you get home”

There was more pleading, Ellee was frantic for me to reconsider my decision, these were words that Ellee didn’t want to hear, but my decision was final and I took her back over my knee. She was playing the game to a tee.

“I promised you a good sound spanking young lady and that is exactly what you are going to get, and that spanking is going to be on your bare bottom”

The panties quickly descended to her knees and I took up the brush. Now again, while Ellee may disagree, my use of the brush was methodical and firm, it wasn’t hard by any means. My goal was to make it sting but to keep the element of surprise for later. My words were what I had hoped to use to drive the message home. Now I have no doubt that it stung a lot and at one point her hand came back as well. Perhaps I could be wrong here, but I believe that Ellee was offering me a little piece of submission by doing this, a silent  “Hold my wrist please”

The hairbrush spanking went on for a while and it wasn’t long before her legs began to kick. As I had a hold of her wrist I thought why not, and I locked her legs between mine as well. The girl was now pinned. I will tell you this though, the feeling of her little legs trying to kick in between mine was the most awesome feeling in the world.

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Her bottom was peppered for several minutes with the brush but as I mentioned already, it wasn’t the worst spanking she will ever get. There is a method to my madness, one day soon Ellee will know the difference between a proper hairbrush spanking from her Uncle and the reminder one that I gave her on New Year’s Eve. If the playing status continues as it currently is then it is a feeling that I believe will not only be noticeable for her, but it will be something that she will appreciate as well. It is my firm belief that when you leave something in the tank it increases the stimuli for the next go around and just makes that scene even better.

When it was almost over I gave Ellee some positive encouragement with my words and by rubbing her back, but we had to finish with a round of harder spanks to drive the message home. Once her panties were up she sat on my lap and I told her what I expected from her for the future. My words perhaps didn’t carry the exact message that she wanted to hear so she flat out asked me  “Am I forgiven”.

Of course I reassured her that she was forgiven and that produced a smile on her face, and dare I say a little sass as it was at that point that she decided to ask me a question  “If Mr. Windsor spanks me for this same reason, will I still get a spanking at home”?

The little brat, of course I can’t spank her for something that I have already spanked her for.

She thinks that she is a wily little girl though? I have tricks up my sleeve for her let me assure you. Her uncle can’t spank her for what she has been spanked for already, and that is what her headmaster will be spanking her for as well. What Ellee doesn’t know yet is that she is being caned by the headmaster for a different reason, and that is a reason her uncle hasn’t spanked her for. It is a pretty bad reason as well and I have a feeling that Ellee has just talked herself into another spanking, and her Uncle’s belt will come off for that one. This is the first that she will be hearing of this. For the later scene Ellee is going to be given a punishment slip by her headmaster, and on that slip will be the reason that she has earned the cane. If she is getting the cane then it must be for something serious, and trust me, it is all planned out already. Ellee had once confided in me that she has never been spanked for this reason before, so there will be a definite air of realism involved. Ellee will be able to work out what the reason is from this story, and from this day forward she will now have to think about how bad the consequences are going to be for her actions!!

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Once it was all over we walked out of the room, still in character, but crossing the threshold she couldn’t contain herself anymore and Ellee’s character left her. Bouncing up and down on the floor and throwing her arms around me she declared  “That was so awesome”. We talked about it for a while, all the things that worked and how important the letter had been for her. I felt very proud I must say, all of the effort that I had put in had proved successful, there was a content girl and if she was content, you can bet your bottom dollar that I was as well.

So to me the story builds. I wanted a couple of play dates with Ellee first to learn about who she was, to pick up on the little things that I think work with her and what doesn’t, and I think that I have that now. It was also very important for me NOT to spank Ellee the good old fashioned way just yet. This is all about getting into someone’s mind and building a character and building trust, because the next spanking that she has coming will be the worst from me yet. It won’t be the hardest spanking she has ever had, but if I play the game the way I intend to, then it will seem as hard if her mind is in the right place. The preparation and the anticipation are going to be meaningful, I plan to make sure of that, right down to the smallest detail.

The caning that Ellee got at 5am on New Year’s Day is further evidence of that. She told me that the cane I was using on her was much worse that the last cane, but do you think that was on purpose? That particular cane that I used on Ellee on New Year’s Eve at medium force is the same cane that her friend Alex is going to feel very soon. Perhaps it is something that Ellee should think of in preparation of the next event where she will get twelve of the best from her headmaster. The cane that will be used for that scene has only been used once before that I remember, and I remember it clearly because of the sobbing that it induced from the recipient.

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There are methods that I have used before with other people that I will use again in the next scene that we do. Ellee will find herself in the corner holding her skirt up showing her red bottom to the world, but before the cane, some things are going to happen. All Ellee will be able to do is stare at the wall with an open mouth and listen to me as her bottom burns. Ellee is a big part of what we are setting up for the third part of the scene, but the magic wand is in my hand. My intent is to make this a memorable event for her.

We have discussed everything, even the minutest details about what we are both wearing. Ellee is going to be a schoolgirl and she is going to wear the nylon panties that I bought for her as per my request, she even told me they are the right size and fit perfectly so that makes me even more excited. I am going to be dressed as you see me in the pic below. The panties are important for this scene and there is a reason that I chose not to ask her to wear them for the Uncle scene. They have been purchased specifically for the schoolgirl scene and Ellee knows that. There is a thought that I have in my mind, any time that Ellee selects those panties to wear from this day forward, it will be with the hope that as she puts them on, it will remind her of the scene that we did, I have a feeling that it will.

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I’m going to be seeing Ellee next month so this will be happening soon. Unfortunately I can’t give many details ahead of time because certain things are designed to catch her off guard. The only thing that I will say is that when Ellee goes over my knee her skirt will be coming straight up, but the real spanking won’t begin until she hands me the item that will be lying on the floor on a cushion just inches from her nose. Now she only has to wonder how long I will spank her for before I ask her to hand me that item and how long she is going to have to look at it while she is getting spanked. Word has it that it is the stingiest item that I own. This spanking is going to smart, that’s a guarantee!!

I’m not going to underplay the Uncle scene that we did, that was a very special gift that Ellee gave to me and it is something that I will remember fondly. The next scene is something that I hope the pair of us will remember for a long time, in fact I am very confident that it will be. In just six weeks there is going to be a naughty schoolgirl over her teacher’s knee for a really good spanking. The magic wand will come out as she is stood in the corner with a well spanked bottom on display awaiting the cane. I still have some planning to do!!

Because of the events of the last few weeks my enthusiasm has returned and my excitement level for the coming year is sky high. I turn 50 years old this year and I plan to make it the best year ever. Dare I say it, but roleplay or not, when I spank someone for a real reason it gets my adrenalin going. This year I will be focusing on this area with the girls who are serious about doing this with me, and including Ellee I already have three of these set up for the year with different girls, with many more to come I am sure.

So a big thank you to Ellee for providing me with such a wonderful memory, and I sincerely hope that we make a few more this upcoming year. As much as I wanted to play with Ellee on that first night, I’m even happier now that we didn’t. Ellee is a very special person and I am glad that I got to know who she was first,before we played.

Real Life Spanking Stories

Yesterday I posted the links to my new fictional spanking stories page. When I checked my stats today I was pretty amazed by how many people had read them. Now,I had actually planned on sharing the real life spanking stories page at a later date,but as the fictional stories were so popular I have decided to share it today. Obviously this isn’t every real life spanking story that I have ever written,especially being that most of the time my writings are based on real life events,but what I did do was locate real life spanking stories where my original purpose was to share an event that happened. Here is the new real life spanking stories page that you can now find at the top of this blog.

THE FIRST SPANKING

It is now 32 years ago that I officially began an actual life of spanking,a very fortunate experience that helped shape the person I am. At that point in my life I was very confused with my thoughts of spanking,certainly the beatings I suffered as a child were no source whatsoever to fuel those desires,and still I was fascinated by the whole thing. When you suffer at the hands of someone else for so long you develop a certain sense of survival skills,skills that aren’t measurable,but skills that nonetheless protect you from the outside world and the capability to form functioning relationships. The first time I ever trusted a girl to let her become my girlfriend wasn’t until I was 16 years old,that’s right,I had never sought to form a relationship with a girl until I was 16. Most of that came from the fact that I never wanted to subject anyone to my life,the fact that I spent every day of my life in fear,wondering whether this was going to be a good day,or a bad day.

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A Weekend With A Good Girl

I’m not really sure what to expect,we have shared IM’s up the ying yang for a few months now,have known of each other for a few years,but we have only spoken on the phone once,that one is on the brat as she hates talking on the phone even more than I do. So I make myself busy at work and keep an avid eye on the phone,I had asked her to call me on the way to give me an idea of how things are going.

Having been burned last year,I was a little cautious when come 4.30pm there still had been no call,not an over concern as I had faith in the girl,but there was also that toppy worry that goes through us wondering if everything is okay. The phone call did come though,sometime around 5pm. The brat had driven straight through and was now five miles away in New Jersey. We chatted for a short while and tried to work out exactly where she was and how she was getting into Manhattan.

I’m clock watching and clock watching and clock watching,an hour has passed and still nothing,we’re coming up to 6.30 and the phone rings. Aurora has somehow missed her turning and is now heading south in Jersey,I can’t find her location on the map so I try to guide her off an exit so that we can find out where she is. From what I am guessing she is no longer on the turnpike

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Meeting Amber Pixie Wells

It was the first time I had ever done anything like this,and I really wasn’t sure what to expect on this particular Saturday. Even as a lifelong spanko I had never used the resource of the internet to search for play partners. All of my play had happened with romantic partners or through clubs,which is kind of ironic really because now all I ever seem to do is find spanking partners through the internet,or at spanking parties. So who was the lucky girl who was going to share this memorable experience with me? Why it was none other than the dynamic Pixie! If memory serves me right,this was also Pixie’s first time meeting with somebody through the online community;in fact she even talks about the experience on her video interview with spankedsweeties. That let’s old Richard Windsor stroke his ego a little bit.

Pixie and I were both members of the spankinginternet.com online discussion forum and had exchanged a few private messages here and there. The dialogue really started when she invited me to come to the brat board,a place I hadn’t really visited as I generally stuck to the stories and the general discussion boards. She made it pretty easy for me on the brat board by making sure I was kept on my toes with her sassy comments.

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Missy,Mr. Windsor’s Naughty Little Girl

It all started at Shadowlane last year,I was sat in the lobby chatting to Jersey John and Tony Hamilton when along came this young lady to chat to the guys. Now I didn’t know her from Adam,I had seen her spank Sarah Rocks in one of the upstairs rooms but that was all. Other than a polite hi I actually sat back and chilled as they all talked. A few hours later I started my journey back to the airport and lo and behold,who was on the airport bus that I had boarded,none other than the same young lady who I saw chatting to the guys.

The usual immediate anxiety struck in when you see a pretty girl,her defensive mechanisms are going to be up so other than a polite brief conversation she will resort to her cell phone or IPod or something. Well didn’t I get a lovely surprise when this bubbly strawberry blonde started to talk like we had been friends for years. It was great to have such fun company and even better we had a couple of hours after check in so that we could hang out. Unfortunately that didn’t pan out quite so well because we were in different terminals and hers was backed up for miles,so after I checked in I went to search for this lady but it was too late,she had already left. Thankfully though,I had managed to secure a screen name,Missy Doright.

Very quickly I added her to Fetlife and as you do,I left her be for quite a while. Not for too long though!

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Missy Gets Spanked In Public

The first day was awesome and I was so looking forward to another session with Missy. The first event on Saturday was the Tanner Reformatory and I played my role with delight. At some point during the proceedings I saw Missy get up on stage and get spanked,at the time it was fun and I didn’t think anything of it,not until I was outside talking to her much later that day.

At some point I had gone to my room to rest and I decided to test the waters further,so I powered up my computer and started to type a letter to Missy. Here is what I wrote.

“Missy,I thought after our little discussion yesterday that you had promised me that you were going to be a good girl.

Lo and behold,what do I see today,my Missy Doright up on stage misbehaving during her exercise program!! Now I noticed that you were so bad that someone had to spank you right there on stage.

Well young lady,after our discussion yesterday,don’t you think for one little minute that that will be the ONLY spanking you are going to get for misbehaving in class today!! Apparently 66 spanks was not a sufficient enough reminder to keep you on track,so this time young lady you will be getting 100 spanks,and we will see if that improves your behavior.

So at some point this evening I want you to put on your naughty girl panties,you know which ones they are,because from now on we are going to refer to them as your naughty girl panties,and I want you to seek me out during dinner!!

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The New Year’s Eve Party

To start the day I want to tell you all about a great New Year’s Eve party that I attended over the weekend. A few weeks back,Pixie and I decided to get together to do something for New Year’s Eve. This really was probably going to be just hanging out together to see 2010 in. Well,a couple of weeks after this,the two of us received an invite from Funnybratgirl inviting us to a party at the house she shares with Jules from SSNY. I was over the moon to be invited to such a party and after talking it over with Pixie,she was just as excited as I was,if not more so. So we had a change of plan,instead of me schlepping it over to her place,we decided that she would pick me up at a train station on the way.

Now the morning didn’t start as good as we had planned,my poor little feline friend was snowed under. But you can never stop a determined brat,and with shovel in hand and a determination to match,our Pixie snubbed her nose at a few snowflakes. Of course I had the same snow problem,but I live in New York City so it is public transport for me regardless of the weather. So as Pixie set out early due to the weather,I began the usual trip of bus,subway and train to get to my destination. When I got to Penn station I was disappointed to see that the train I had hoped to catch was cancelled due to the weather,meaning that I would have to get on a slower,local stopping train,which of course also meant that Pixie was going to be waiting for me for a while. At least I was able to call her to let her know that I was going to be late.

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One,Perrito

What a wonderful time we all had at the Strictly Spanking New York event this past weekend. Friends of mine from out of state were visiting,so after work on Friday we all went to hang out. For the first time in a while I treated myself to some beers as Kat the Brat,Aurora and Publikk joined me for some fun. Believe it or not I didn’t play that night,though I did get to crash at the hotel room with them and passed out to the sounds of Publikk giving the girls what they needed. While I can’t go into too many details,this happened to me as I rested on the couch!! Never be alone with two brats in the room!!

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Party Crashing

Before I say anything I really want to take the time to thank Ian,Headmaster Tony and Alona for the fantastic party yet again this year. Last year I said it and I will repeat myself again this year,this is my favorite party to attend. I know that there are many more people beyond the three that I listed that make this party the success that it is,and while I may not be able to name you all,you all know who you are and you should be proud of the efforts that you put in. The Florida Moonshine party and the SSC party that I attend will be on my calendar every year. Every party has its own special niche and I wouldn’t want to disrespect any other party at all,but the FMS party is played at the speed that I personally like. There are lots of organized activities for you to attend should you wish,but there is also a wealth of opportunity just to take some time out and do something different to give you a little break from the party as well. By late Sunday night I had pretty much crashed and burned,but in my mind that is because everything had been so good for the 4 days that I had been there. A very big thank you to the board of FMS,you will be seeing me at your party every year for sure.

Now then,I touched on it very briefly in my last post,and in this one I want to elaborate further with my thoughts. Last night I uploaded the first part of the video that I shot with Caroline Grey and as that will probably be posted tomorrow,please take the time to read this one now.

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Santa And The Gingerbread Elf

The build up to the weekend was one of mixed emotions for me,on the one hand I was unable to afford to visit with my friends,ZED and Ginger,for the weekend,while coincidently a party had been arranged in New York that I was invited to attend. Now originally on the New York group I had told them that I wouldn’t be able to make it due to a prior commitment,but as the time came closer it became more obvious that an airline ticket was out of reach for me,so I made the plan to attend the New York party after all.

As luck would have it,I had been conversing with Audrey Knight from Spank That Brat for a while,and we had agreed to meet when she came to New York to do some work. Now never one to not be bold,I also told her that should she require my services then I would gladly don my Santa outfit and spank her on film. Audrey hadn’t considered that option at first,her reason for informing me of her visit was simply to tell me that she was visiting and wanted to meet up,but once I suggested it she was all over it like a naughty little girl peeking at her presents on Christmas Eve.

Now parties in general are something that I have a very hard time with,even though I can be an outgoing individual I am more apt to blend in on the sidelines.

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Saturday Night In Vegas

What happens in Vegas stays in Vegas……… Yeah,RIGHT!!! :-)

It was banquet night at the Shadowlane party and the feelings of awkwardness crept in. I would say that I don’t pack a suit for weekend parties,but the truth is,I don’t own a suit. So the first feeling I had was that I was under dressed. The second thought was the one that probably plagues a lot of people at parties,just where do I sit. My first thought of course was to sit withthe SSNY group,but then I did a quick count up in my head of how many of them there were. Of course there was no way that they would have turned me away,but I decided that I would mingle this time around as I had spent my time with them at the party as it was.

So I took a spot near the door and waited for others who are close to me to arrive. Now if anyone gets finicky over the order people arrived I will bite your head off :-) Okay,so it wasn’t long before Sarah Rocks and her Husband arrived,along with Kat the Brat and Iggy.

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Working With Punished Brats

So what a wonderful weekend I had filming for www.punishedbrats.com this weekend!! I arrived on Friday night and went out to dinner with David Pierson and his lovely wife,Dorothy Parker-Posey. It was quite a surprise as I had no idea that Dorothy wanted to meet up for dinner. Let me tell you this,she is one hot cookie and I concur with David,she really should do a spanking video for punishedbrats!! We had a wonderful dinner followed by a trip to the wine bar where I got to witness David give her a pretty decent swat. Both David and Dorothy were very charming and I had a fantastic evening,it was a real pleasure to have met Dorothy and I hope we can meet up for some Indian food on my next visit.

Saturday morning and it was time to head to the shoot,both David and Pixie met me at the hotel and we proceeded to head to the studio. We were the first to arrive to meet David’s brother,Eric Blair Brown,but were shortly joined by Juliet and Tony and then Susan and Violetta arrived. Everything was going smoothly as the lights and cameras were being set up and the first scene was to be done by Tony and Juliet,providing us with an Uncle/niece scene as a follow up to the Democrat/Republican spanking that punishedbrats had recently done. The chemistry between these guys is fantastic and the one thing that they seemed to have more so than anyone else,they didn’t miss a single line in their dialogue,lol. It was great to see these guys in action.

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The Errant Schoolgirl — A Roleplay

For some reason I have been thinking of this lately,it was a roleplay that my play partner at the time and I had done a few years ago. We only played over the summer of 2004,but it is perhaps my favourite partnership that was founded upon spanking. Raven was an amazing person and a wonderful play partner and I remember her fondly.

During the weeks of conversation,this was something that we had both agreed upon that we would both like to try,and probably very much enjoy. Raven was going to be the bratty schoolgirl and I her Professor. We saved this for Saturday night and we also both agreed afterwards,this was the best play session that we have had to date.

After a fun filled day we had relaxed for a while and talked about our plan. Raven excused herself into her room while I changed in the living room. After traveling all I could really dress in was a black shirt and black pants that was the closest I could get to be a professor this time around. Raven on the other hand had a full wardrobe at her disposal.

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Getting the cane

Getting The Cane!!

For anybody who has never tasted it,let me tell you,it bites real bad,imagine the fear asscociated with it when you are a 14 year old boy. Though I have several stories to relate from a caning ( you tend to remember them ) this one sticks out a bit.

Up to this point,I had received either 1 or 2 strokes with it,depending on what the punishment was for. Each time had been alone ( always been a loner ) with both the Headmaster and the deputy head present. On this occasion,there were 4 of us,each sentenced to 3 strokes each,the reason,being caught with alcohol on school property ( the fields out back ). The other kids I was with I can barely remember the names of.

So there we are,the 4 of us outside the Head’s office,trying for all our might to be the big brave boys we were,though I am certain the hands of the other boys were shaking as bad as mine were. So the first boy gets summoned in and the three of us sat there silently. The Head was talking,but we couldn’t hear a word that was said. Then came that awful period,the complete deafening silence.

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The First Post,And The First Spanking

We are coming up on 5 years since I started this blog and I am going to go back in time and repost the first post I ever made. This story details the first spanking that I ever gave and holds a special place for me. I’m doing a repost as I am currently sorting out the special spanksgiving picture sets I am going to share with you all on Thursday on all of my blogs. The pictures in this story are taken from my two movies THE CHEEKY BABYSITTER and SCHOOLGIRL BLUES.

THE FIRST SPANKING 

It is now 27 years ago that I officially began an actual life of spanking,a very fortunate experience that helped shape the person I am. At that point in my life I was very confused with my thoughts of spanking,certainly the beatings I suffered as a child were no source whatsoever to fuel those desires,and still I was fascinated by the whole thing.When you suffer at the hands of someone else for so long you develop a certain sense of survival skills,skills that aren’t measurable,but skills that nonetheless protect you from the outside world and the capability to form functioning relationships. The first time I ever trusted a girl to let her become my girlfriend wasn’t until I was 16 years old,that’s right,I had never sought to form a relationship with a girl until I was 16. Most of that came from the fact that I never wanted to subject anyone to my life,the fact that I spent every day of my life in fear,wondering whether this was going to be a good day,or a bad day.

Being that I began to work in the later months of my 15th year,and now at 16 working full time,it gave me new kinds of freedom that I had yet to experience. The institutionalized fear was still there,it had always been there so it was going to take many years to break the cycle of being mentally controlled,I would even go as far as to say that even at 43 years old there are still aspects that affect me when forming relationships. The defense mechanism that has always been present to prevent myself from getting hurt,it probably isn’t always a good thing;however it allows me to maintain control of myself and my own destiny.

When I started to work I formed a relationship with this girl who like myself,had had a very rough time growing up. She was also 16 and like most young people from council estates back in England at that time (1979) she was economically forced to earn her own keep and contribute as a financial source to the family. We actually hit it off really well and were very soon doing all the flirtatious teasing and immature things that young people do. Being that both of us were not in a position of wanting to introduce each other to the hidden aspects of our lives,we would spend our time hanging out in secluded areas. Sitting in parks at night,finding spots in vast fielded areas where we could hide and fool around,petting and groping and even just laying there snuggled up together.

A big part of the fooling around of course was my swatting her butt at every opportunity I had,there had never been any nudity up until that point other than hands going through clothing during the make out sessions,a blue ball nightmare if you ask me,lol. Still,any spanks that were landed were on her jeans,her skirt,her slacks,pretty much whatever she was wearing on any given day. She only ever put up token resistance and every time it happened it was always accompanied by roars of laughter and fun. The very first time that changed,and the image that I always associate with spanking,happened one day at her Mum’s house.

This was the first time that I had ever been in her Mum’s house and even to this day I don’t recall where her Mum was that day. All I do remember is that she had invited me to come to her house after work as we would be able to have a couple of hours inside a house for once,instead of sitting in a park or a secluded field. We rode our bikes the two miles or so and entered her house through the backyard,in hindsight this was perhaps because she didn’t want any nosy neighbours catching her bringing a boy home and then having to explain that to her Mum. In no time at all the two of us were laying on the couch making out,my hormones raging as I held one hand onto the back of her head and the other grasping her bottom underneath her skirt.

The petting was hot and heavy and my mind was only in one place,was this going to be the first time we went all the way? At some point in the proceeding she literally had to push me off her as she made some excuse about getting a drink,at my age now I completely understand that she was probably fighting the urge just as hard as I was,and in her situation being that it was her Mum’s house I don’t blame her for one minute. So yet again I was left with the complete frustration that all teens go through as I waited patiently for her to return. When she returned,instead of sitting next to me she sat on the edge of the couch that we were making out on.

I was like a rampant bull though,watching her sit there flustered and sipping at a glass of water I edged myself over to where she was. There was nothing stopping my desire to continue with our make out session though,and very soon my hands were all over this girl who had suddenly turned into the ice queen. I’m not sure if it was her teasing,or whether or not she just knew that she shouldn’t carry on,but all of my advances were being rejected completely. The next thing she did is the one that has plagued my mind for 27 years though,it was the thing that set in motion my real life experiences in the spanking world and forms an image that I always want to seem to create.

As my amorous self continued to try and persuade my prey,something bratty came into her mind,it seemed obvious that she felt I needed cooling down a bit and she poured a decent amount of water over my head. At first I was stunned until she let out a rapturous laugh,and then I didn’t even stop to think about what I was going to do. I unceremoniously hauled her off the arm of the couch and straight across my lap,the glass holding the remains of the water flying across the floor. Now I had never done anything like this before with her,everything that we had done had been with disheveled clothing,but this time without even thinking I immediately raised her short skirt in a flash.

My eyes bulged;there beneath me is this squirming girl whose bottom is covered by these flimsy white nylon panties and a hand that is furiously working to either pull down her skirt,or to stop my hand descending upon her bottom by trying to cover it,even perhaps just trying to maintain a little dignity and not allow me to stare at her uncovered rear. Now I obviously knew that what she was wearing was of some type of silky material as my hand had been groping it for 20 minutes or so,but this was the first time that I got to see her whole bottom in all it’s glory,anything prior to that had been quick little glimpses and peeks of her bra,her undies,her thigh,this was actually the first time that I had seen her lower half completely uncovered,save for her panties of course.

Now that I have had many experiences in the spanking world I realize that what I did next would not be an acceptable practice,but I was only 16 years old at the time and didn’t know any better. I raised my hand and brought it down onto her bottom and continued spanking the seat of her panties until she was able to push herself off of me,perhaps only a total of 20 smacks before she hit the floor. God if I only knew then what I knew now as she screamed at me “You arsehole”,then looked at the floor and said in a frightened tone “Look at this mess”

It was like the spanking never took place as we scampered to get paper towels to clean up the water. I’m sure at some point soon the water would have just dried,but it wasn’t doing so at the precise moment that we were trying to clean it. The best remedy we were able to come up with was to place the footstool over the wet area. Before long any amorous desires had left and very shortly I was also out of the door leaving behind a pretty distraught young lady,as I got on my bike and just rode around not wanting to go home. As much as I was mad that there was a possibility that she was going to get in trouble,the main thought that kept playing itself over and over in my mind was hauling her off the arm of the sofa and flipping up her skirt. Not only did I think about it all that night,I still think about it to this day. Whenever I spank a girl and I lift up her skirt,if she is wearing some form of bikini styled white nylon/silk panties then the pinnacle of my spanking world is revisited,and the session always turns into a very enjoyable one for me. Its amazing how one small act can have such a powerful effect on one person’s life.

After that event our relationship went downhill from there,we did see each other every day but we started to hang out less and less. Eventually she left her Mum’s house and ended up in a young girl’s shelter with 50 or so other troubled young ladies. I visited her there a few times but it wasn’t long before we no longer worked together and stopped seeing each other altogether. After having my own troubles for several years I did bump into her just one time,she was now 21,Married and had 3 children including a set of twins. Now that I have immigrated to America I do still wonder if everything turned out alright for her. My next piece will cover a very long dry spell,and coming to terms with the fact that I thought I was a total freak for having these spanking desires.

Missy Gets Spanked In Public

The first day was awesome and I was so looking forward to another session with Missy. The first event on Saturday was the Tanner Reformatory and I played my role with delight. At some point during the proceedings I saw Missy get up on stage and get spanked,at the time it was fun and I didn’t think anything of it,not until I was outside talking to her much later that day.

At some point I had gone to my room to rest and I decided to test the waters further,so I powered up my computer and started to type a letter to Missy. Here is what I wrote.

“Missy,I thought after our little discussion yesterday that you had promised me that you were going to be a good girl.

Lo and behold,what do I see today,my Missy Doright up on stage misbehaving during her exercise program!! Now I noticed that you were so bad that someone had to spank you right there on stage.

Well young lady,after our discussion yesterday,don’t you think for one little minute that that will be the ONLY spanking you are going to get for misbehaving in class today!! Apparently 66 spanks was not a sufficient enough reminder to keep you on track,so this time young lady you will be getting 100 spanks,and we will see if that improves your behavior.

So at some point this evening I want you to put on your naughty girl panties,you know which ones they are,because from now on we are going to refer to them as your naughty girl panties,and I want you to seek me out during dinner!!

This time you will be getting the spanks in rounds of 20,not ten,and if after 100 good sound spanks you are even remotely sassy or petulant,those panties will come down to your knees and you will get spanked on your bare bottom.

Now I hope that after tonight’s spanking that you will learn a lesson,because if you don’t and I have to spank you again,you will be spanked in your schoolgirl outfit just like a bad little girl,in the privacy of my own room. For that spanking you will stand in the corner holding your skirt up to reflect on your behavior,and then you will go across my knee. But that is not all young lady,because if I have to spank you again after tonight,you will also find yourself lying on my bed and I will pull my thick belt through its loops and I will use that belt on your bottom.

I hope this message reaches you loud and clear,and I expect to see you this evening for your punishment you bad little girl.”

It was really funny and I was so proud of myself,my only hope was that it would reach her. Before taking a nap I decided to go and get a bottle of water from the store,and wouldn’t you know,just as soon as the elevator doors open,none other than Missy was in there and she is heading to the store as well,really ironic,fate is such a funny creature. Without so much as a ‘Hi’ I said to her “I just sent you an email,young lady”

It is a great weapon,I already know that it would set the butterflies churning in her tummy,and I did nothing to dispel that over the next 15 minutes,I could tell that she was very eager to get to her room to check her email. Once we finally parted after a nice talk,it wasn’t long before I got a reply.

“Yes,Sir. I’m sorry for misbehaving on stage today. I saw you standing off to the side,and I wanted to behave to make you proud. But then I didn’t want the other girls to think I wasn’t cool,and I got caught up in it.

I’m very sorry,and I’ll try to take my spanking(s) like a good girl.

Regretfully,
Missy”

Now that worked a treat,I was so excited to set up another scene. When I saw Missy later that day I told her that she can decide whether or not she wants the spanking before I went on stage for the talent show,or after it was done. I can’t remember totally but I think she approached me before,but it was too close to the start of the show. That shouldn’t matter too much,there will be plenty of time after the talent contest,at least that is what we thought,lol.

The talent show didn’t finish until nearly the end of the evening,and by this time the pup had a few beers. The next step was to go to the suite for the suite party. Now I saw Missy there,but we were both busy entertaining the masses. Quite a bit of time was spent by me in the back bedroom playing with several girls (story to come later) and any time I came out Missy was likewise engaged in either a conversation or play. So I had to come up with a plan,and a plan is just exactly what I did.

By this point I had played more in one evening than I have ever played at a party before,so I needed to rearrange the furniture. I pulled a chair from the back room and took it into the main room for a public spanking. Sitting down on the chair I waited to catch Missy’s eye to beckon her over,but before that happened Sarah Rocks decided to show me that she was wearing the panties that I had given her a while back. Well,the ‘100% Spankable’ panties couldn’t go passing without feeling a good spanking from the buyer now,could they.

I popped out for a smoke and came back to take my seat again,this time Aurora came over and put my Stetson on her head. I don’t know why,but I enjoy spanking girls who are wearing my hat. The only girls who get to wear my hat during a spanking are very special girls indeed. It feels like a little bonding session for me,like they have earned the right to wear my hat.

Anyway,it was when I was spanking Aurora that I spotted Missy out of the corner of my eye watching Aurora’s face,indeed,glancing around the room it was fun to see who else was peeking over the shoulders of the people they were talking to. I think after this,not certain,that I finally got CC over my lap in a different room,but I still had a certain young lady to come and now was the time,I was going to sit in that chair until I caught Missy’s eye.

Before the spanking took place,Missy asked if she could use the bathroom first to which I of course agreed. Something very funny happened here though because I was so determined to finally do this scene. As I sat there waiting for Missy’s return,Jules Tanner shouted over to me. My response was to hold my hand up and reply “I’m in a scene right now”. Never,I repeat NEVER,stick your hand up to a woman,lol. It was 12 hours later at breakfast that I saw Jules,and you can guess what her response to me was. Anyway,despite my faux pas,Missy returned and awaited my instruction for her to assume the position.

It didn’t take long at all actually before she was stood to my right side and I lectured her about her behavior. Now I’m not a 100% certain,but I believe that before I took her over my knee I asked her to raise her dress up. Now the reason for this spanking,as I mentioned earlier,was because I had noticed her misbehaving during the Tanner reformatory,so I lectured her about that misdeed and asked her what her punishment was going to be. Obviously she remembered because it was going to be 100 spanks delivered in rounds of twenty.

As Missy lowered herself over my lap I took the time to gaze around the room and I was delighted,it is one of those tiny little things that make a spanking so good. Behind Missy there was a girl chatting to a guy,but her eyes were fixed on Missy’s behind. Someone on the couch on my left side had leaned over and was watching behind someone’s back,and a third girl who I noticed was watching from the other side of the room. Just imagine that,little Missy is about to get spanked in front of all of her friends and at least 3 of them were watching intently,the shame of it all. I wonder if Missy knew that her friends were watching her as she was about to get spanked in public?

Now I have a terrible time keeping quiet during a spanking as I really like to scold,but the first thing I did was deliver 20 crisp smacks to the seat of Missy’s white nylon panties. Clearly they stung as she hopped and yelped over my lap. It was time to remind her why she was over my lap and I chastised her for disappointing me with her behavior earlier that day. Yet another crisp 20 smacks were applied to her thin panties. Now I wanted to hear from her,so I asked Missy if she was regretting getting in trouble earlier that day and are we going to be expecting anymore misbehavior from her. Of course you know the answer to both of those questions,not that she could keep her promise on the latter. Yet again,and a little bit more brisk this time,20 more firm spanks rained down.

It did dawn on me to let everyone know that Missy,in her rush to change,had put her panties on inside out. Can you imagine the embarrassment if I had let everyone know that? Of course now I was in full toppy swing “I am warning you now Missy,if I have to take you over my knee anymore this weekend you will be one sorry little girl. Not only will you get spanked on your bare bottom but I will also take my belt off young lady”

Lots of “Yes Sir’s” were coming from her mouth at this point,just to the right point where the next set of 20 spanks came. Timing was important because I didn’t want her to finish her thoughts before the next set of twenty came down. Of course each set of twenty is just getting harder and this time I had to hold onto her tight as Missy began to squirm over my lap.

As we approached the final set I asked Missy to repeat to me what would happen to her the next time if she misbehaved again. I listened intently to each word and before I settled in for the last set I paused once more,I wanted to see if the 3 girls were still watching,which indeed they were. It was probably more for my own ego that I did this than for Missy’s embarrassment,indeed,I don’t actually think that she was aware that 3 of her friends were watching her get spanked just like she was a naughty little girl.

The final set of twenty spanks began and now the legs were kicking wildly,at spank number 16 her foot intercepted my hand and I was unable to land the smack. So I told her to keep her feet down and that we are now going to start that set of twenty all over again,and that is what I did. By the time I was done Missy could hardly keep still and her bottom was shining. My bad little girl had been spanked once more. As she stood up I beckoned her over to sit on my lap,which after a brief rub of her bottom she did. For the next few minutes Missy sat on my lap with her arms around me as we hugged,the perfect ending to a spanking.

Now I know from that lesson that my little niece will not be giving me anymore trouble for the rest of the weekend,so just imagine my surprise when the following morning I was brought up on charges in court by my own niece!! That was perhaps her biggest mistake of the weekend and one that she paid for dearly. What followed later that afternoon was a spanking that bought her to the cusp of tears,and you will get to read about it in the final installment of what was the best roleplay scene that I have ever done!!

Panty survey right here.

Missy,Mr. Windsor's Naughty Little Girl

{Pics now added}

It all started at Shadowlane last year,I was sat in the lobby chatting to Jersey John and Tony Hamilton when along came this young lady to chat to the guys. Now I didn’t know her from Adam,I had seen her spank Sarah Rocks in one of the upstairs rooms but that was all. Other than a polite hi I actually sat back and chilled as they all talked. A few hours later I started my journey back to the airport and lo and behold,who was on the airport bus that I had boarded,none other than the same young lady who I saw chatting to the guys.

The usual immediate anxiety struck in when you see a pretty girl,her defensive mechanisms are going to be up so other than a polite brief conversation she will resort to her cell phone or IPod or something. Well didn’t I get a lovely surprise when this bubbly strawberry blonde started to talk like we had been friends for years. It was great to have such fun company and even better we had a couple of hours after check in so that we could hang out. Unfortunately that didn’t pan out quite so well because we were in different terminals and hers was backed up for miles,so after I checked in I went to search for this lady but it was too late,she had already left. Thankfully though,I had managed to secure a screen name,Missy Doright.

Very quickly I added her to Fetlife and as you do,I left her be for quite a while. Not for too long though!

You see,at the airport young Missy had said something to me that made me very happy,all based on a twenty minute conversation on the airport ride. She had asked if that at a future party that we may be at together,she wondered if we could play. Well,the pup ain’t no dummy.

I waited for a couple of months I believe before I sent an email,entitled “You are in big trouble,young lady”. If I knew then what I know now,I would have gone into character because Missy told me that the moment she saw the email her heart began to pace. You know that pace a girl goes through when she thinks she might be in trouble. That said mind you,I wasn’t holding out much hope because Missy was barely active on the site,so if I got a little response at some point I would have been happy,it was a tester just to keep a toe in the water.

Well it turned out to be a very good thing because Missy became a little bit more active and with some persuasion,she joined our little SSC group even though she felt she was intruding. She was welcomed with open arms and quickly became friends with everyone in the group. Everything was going just great until one day my Missy decided that she was going to be a little bold. During one of my happier moments I had posted a thread about the weight loss having reached 66lbs,and of course everyone was complimentary,everyone that is except one small person. Oh,her comment certainly could have been taken as a compliment,however,it could have also been taken another way. Would you like to see her comment?

“Congratulations on becoming Fetlife’s biggest loser”

Something told me that this might be a little tongue in cheek,a double entendre of sorts,in fact the young lady indeed admitted that she was having a little fun at my expense. That’s okay though,there would be plenty of time at the Boardwalk Badness Weekend to discuss her behavior.

The introductions had been done,everyone spent the time renewing old acquaintances and meeting new friends and everyone went to prepare for the vendors fair. Once of course the party started in earnest it was a madhouse,so much fun and frolics going on and everyone having a whale of a time. It was during one of the fun instructional videos that I caught something out of the corner of my eye,a vision of white in the main ballroom. Being that I am drawn to white I had to turn around to see who it was that was wearing the white dress,and imagine my surprise when I discovered it was Missy,and that she was wearing the dress that she had bought specifically for our scene.

Well that was it,I had also come prepared so I scurried upstairs to put on my jacket and tie so that we could get our first scene done. That took longer than I had hoped of course because NOBODY at the party had ever seen me wear a jacket and tie before,save perhaps for Sarah Gregory at Pixie’s wedding.

It was finally time for the spanking and we headed back towards the booths at the back of the room. Other than spending a little bit of time with Missy we had never scened before,so this was going to be on the fly and I must admit,it was also a bit of a learning curve where we could pick up on each other. Surprisingly though,it went very smoothly.

I sat down on the chair and started to ask Missy about her comment on fetlife,was she being a sassy little girl? Well one thing that I have to give Missy is that she is truthful,so when the answer came I asked her what I said I was going to do to her,and her response was the correct one “You are going to give me one spank for every pound you lost”

“And how many spanks is that,Missy” I replied.

“66,Sir”

So I took the young lady over my knee for 66 spanks,yes,it was only to be 66 spanks. I’m not sure what she was expecting,but as it was only 66 spanks I wasn’t going to start on her beautiful dress,so the first thing I did was pull her dress up and bingo,it was 1979 all over again as she had purchased the PERFECT pair of white nylon panties. A vision that I had always dreamed of recreating and here it was,exactly what I had always hoped I would one day see again. The scene could have ended there and it would have remained an endearing image,but of course I wasn’t going to end it there,was I?

So I told Missy that she would need to keep count because if she didn’t she knew what that meant,which clearly she did as she replied to my rhetorical question “You will start all over again,sir”

So we are going to do these in sets of ten,I mean,she has nothing to fear,old Houndog has nothing more than a noodle arm,right? So ten spanks go by,and then another ten,and a third set of ten,man,this girl sure is squirming a lot for a little old noodle arm,plus I was gracious enough to allow her the protection of her underwear. I think it was at this point that the young lady was having trouble keeping count. Up towards 40 and the legs have started to gyrate,even looks like she is squirming forwards to escape. Unfortunately all this squirming around is causing her panties to become disheveled and now a lot of the contact is being applied to her bare bottom. Another set of ten firm spanks,the ‘Sirs’ are flying aplenty now as Missy answers my questions. Ten more firm spanks and ut oh,Missy has lost count.

Now then,in any other situation the pup ‘may’ have deliberately tried to alter the rhythm to throw off the bottom,but this was as close to a punishment as Richard Windsor has got,so I stuck to a game plan. So when I asked her how many that was she responded with “59”. There was silence which was followed by “It could have been 60”. So I was nice,I allowed her to reflect and think of her answer a little while longer to be sure that she knew what the number was. Finally,Missy made a decision,“60” she said. It was a guess,but it was the correct guess.

So all we had left was the final six and I remarked that she knew what this meant so she should brace herself. Down they came,one after the other very soundly to what was left of the scant protection covering her bottom.

It was fantastic,I was blown away by a scene that I knew was one of the best I ever had,and it was only 66 spanks. We hugged but I wasn’t done,there was still some dialogue to go. I told that if she misbehaved again during the weekend then clearly this lesson would not have be enough,so the next time it would be 100 spanks delivered in rounds of twenty,finally asking her “And where will they be applied?”

“On my panties,Sir”

“Correct,but they are no longer your panties,they are your naughty girl panties,and whenever you misbehave you will put your naughty girl panties on so that you know that you have a spanking coming. In fact any time that you decide to wear those panties you will know that they are your naughty girl panties as you pull them up”

And that was that,it was as close to perfection as you could come and it was pretty unlikely to be topped. At least that is what I thought,what I didn’t know at the time was that the session the next day would be as good,and the final session on the final day was perhaps the best spanking scene that I have ever been a part of,it was smoking hot and it is something that I don’t think I will ever forget. Even from the simple details of our eyes meeting for the briefest of seconds as she watched my movements from the mirror that she was facing as she stood in the corner. I would like to say that the final spanking couldn’t be topped,but I know based on our discussion afterwards that it can be,and it will be. Regardless of that though,I’m pretty convinced that time will tell me when I think back that it was the best roleplay scene I have ever done.

Back when I first met Missy at Shadowlane I knew immediately that I wanted to play with her,but I had no idea how good it was going to be. I was gushing about my Friday scene with her to everyone,probably to a point that I was annoying the snot out of them. Thank god there were so few people left after our final scene on Sunday. Mind you,I was so high after the scene that I spent most of the time after it on my own anyway.

There are two more parts to this story,and they are the following

Missy gets a public spanking.

Missy takes Richard Windsor to court.

Part four will happen in less than 5 weeks time when we meet up at the Florida Moonshine Party,though the scene set up has begun already with the email that Uncle Richard sent to his Niece,Missy,as she goes off to college.

I discovered this weekend after taking part in a weekend long roleplay that I love it. It wasn’t 24/7,but we switched it on at any given point,quite remarkable that we could achieve that. I have a feeling that 2011 is going to be my best year yet in the spanking world,if it isn’t already. Thank you for being such a big part of that,Missy.

{We do have pics but they are currently on their way to England right now 🙂 Pics will be posted just as soon as we get them in a different post}

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