Category Archives: White Nylon

Very Little Protection

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This picture takes me way back to my early years in the spanking world, and in fact the location is not too dissimilar to the place where Richard Windsor delivered his VERY FIRST SPANKING to the white nylon panty clad bottom of his then girlfriend. A much simpler time.

I don’t believe in regrets, I’m one of those people that believes that everything happens for a reason, whether good or bad. I will say this though, I do wish that back in the early 80s I would have known then what I know now. My early 20s could have been really magical. With that said though, had I been super greedy back then, would I have had the experiences that I obtained later in life. Probably not is the answer, and I wouldn’t change what I got to experience in my 40s and 50s for anything.

The 1980s were a time where years in a spank free zone would pass, but I guess that makes the less than a handful of experiences during those years much more special.

So let me indulge myself as I remember the life changing memory of a thin white pair of nylon panties 🙂 This could also serve as the inspiration for yet another birthday spanking story.

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White Nylon Panties

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This has been a part of my life for almost 40 years now,  ever since I gave my FIRST EVER SPANKING. There is nothing that excites me more in the spanking scene than a bottom encased in a pair of white nylon panties,  the contrast between the red bottom and the white panties does it for me every time. Let’s be honest,  they offer no protection at all so the bottom doesn’t need to be bare.

Here is a six pack of bottoms being spanked in White Nylon Panties,  starting off with a personal photo that I have never posted before with the adorable Amber Grey. SPANKING DOUBLE FEATURE.

Feel free to leave your own views on this topic in the comment section below,  or email me at richardwindsor@richardwindsor.com,  it is a topic that I am more than happy to talk about  🙂

Next up,  from ENGLISH SPANKERS,  the lovely Lulu Lamb in a flimsy pair of white nylon panties.

Okay,  perhaps number 3 doesn’t exactly fall directly into the white nylon category,  but I love the shot. The angle from which it is taken showing that a pair of panties offers zero protection. From MOMMA SPANKINGS.

Back to the classics of pure white nylon,  this photo is from NORTHERN SPANKINGS.

Finally we have an old find from Ebay,  one that I hadn’t found a place to post up until now.

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The First Post, And The First Spanking

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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.

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Building A Video Page

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It is a glorious Saturday and I am hard at work building a new video page to showcase my videos. The idea for this was taken from my dear friend, Missy Doright, who I worked with to build a site. It is really early right now and I have to pop out for a while, but I will be spending the free time that I have today adding videos to this page. Just click a link below for a preview video and lots of spanking pics from each film.

 

DOUBLE FEATURE - SCHOOLGIRL BLUES and THE CHEEKY BABYSITTER DOUBLE FEATURE – SCHOOLGIRL BLUES and THE CHEEKY BABYSITTER

Here are my top two best selling videos presented together as a one hour film. These are traditional spanking films, nothing brutal, just good sound over the knee spankings given to the girl next door. Two girls, five hand spankings, one hairbrush spanking and both girls get the belt. Cute girls next door and one hour of spanking action for the low price of $29.99. Be sure to click the link for 22 free spanking pics of the girls. View clip.
THE CHEEKY BABYSITTER THE CHEEKY BABYSITTER

This naughty babysitter finds herself getting a birthday spanking on the seat of her white nylon panties, but that is just the start of her troubles. Clearly curious about the threat of a further spanking she dons her silky nightie, and gets spanked once more, this time on the bare bottom after her panties are soundly warmed. Will she be curious about the belt though? A third spanking ensues which is followed by a dose of the belt…. Lot’s of otk action, cute white nylon panties, and red bottoms all around. View clip.
SCHOOLGIRL BLUES SCHOOLGIRL BLUES

Here is the complete 25 minute movie. Naughty Amber Grey has returned to see Richard Windsor. In this film Amber is given a long otk spanking on the seat of her white nylon panties by hand and hairbrush. She then receives an otk spanking on her panties and bare bottom before finally getting a dose of the leather belt on her bare bottom. Lots of scolding from an Englishman to a sweet Texas cutie. This is a traditional form of spanking, an old fashioned over the knee spanking given by hand and hairbrush and then finally the belt. The type of spankings that naughty girls across the country get. If you like your spankings the old fashioned way then you will love this, Amber is a little squirmer with the cutest bubble butt. View clip.
TEN - THE SASSY P.A TEN – THE SASSY P.A

Mr. Windsor has a business trip planned and he has brought his petulant personal assistant with him. While attempting to get Ten’s attention through their intial meeting, Mr. Windsor has to resort to the method that he knows best, a good old fashioned over the knee spanking. The lesson didn’t seem to work though as Ten consumes far too much alcohol, so she gets a second over the knee spanking that includes the hairbrush this time. View clip.
SARAH THE BRATTY NIECE SARAH THE BRATTY NIECE

Sarah is being very difficult as her Uncle Richard tries to make a business call. She pushes her luck too far and he leads her into the room by her ear, and then proceeds to put her over his knee for a long, firm over the knee spanking, first on her bikini clad bubble butt and then on her bare bottom. Watch as Sarah’s lily white butt gets turned into the color of a ripe tomato. Her attitude doesn’t change from the hand spanking though, and very soon she finds herself laying on the bed for 68 strokes of the belt. Watch the camera film this strapping from various angles. By the time the spanking is finished, Sarah dutifully complies with her Uncle’s request to clean the hotel room they are staying in. This video features a long over the knee spanking and finishes with a nice firm strapping. View clip.
SNACK BAR BLUES SNACK BAR BLUES

Sarah Gregory is on a business trip with her Uncle Richard Windsor. Despite his warnings not to touch the complimentary bar, Sarah totally raids it leaving her Uncle Richard with a nice large bill. She ends up paying for it the only way he knows how to charge her, and that is with a stern over the knee spanking. Sarah gets spanked first over her nightie, then over her panties, and finally on her bare bottom that leaves her butt nice and rosy red. A male spanks female over the knee video done by hand, the traditional way. Richard Windsor and Sarah Gregory have both appeared in many spanking productions for various companies. View clip.
A BRATTY GIRL A BRATTY GIRL

Sarah Gregory can be such a spoiled girl, and her Aunt Dana knows it. Not only does Dana spank her bare bottom, but she also has her Brother, Richard Windsor do the same. That isn’t all though as the film ends with Sarah going over both of their laps at the same time for a very painful double spanking, even spanked with 4 hands at one point. Some great bare bottom spanking here delivered by Dana Specht and Richard Windsor. This is how spankings are delivered in the Specht household, panties don’t stay up for long. View clip.
THE LAZY MAID THE LAZY MAID

Richard Windsor has ordered room service but his maid just doesn’t care. She finally arrives and the naughty Sarah Gregory notices all of his spanking toys. After teasing him, Mr. Windsor decides to show the maid what it is he does. A traditional OTK hand spanking delivered to her skirt, panties and finally bare bottom. View clip.

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Missy Gets Spanked In Public

Missy Doright, Real-stories, White Nylon, , , , ,

The first day was awesome and I was so looking forward to another session with Missy. The first event on Saturday was the 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, someone 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 her, 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 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.

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The Amber Grey Trailer

Amber Grey, Clips4sale, Panties, videos, White Nylon, , , , , , ,

Before I post part two to Missy’s story, here is my latest video that is on clips4sale and spanking library. Awesome if you like to see a squirmy little schoolgirl getting spanked 🙂 The 25 minute video is $19.99 and you will find Amber Grey to be the cutest naughty schoolgirl wearing white nylon panties. In a couple of months I will be selling DVD’s as well.

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Missy, Mr. Windsor’s Naughty Little Girl

Missy Doright, My spanking photos, photos, Real-stories, White Nylon, , , , , , ,

{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 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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Some Rare Blog Love

Amber Grey, Blog Love, Caroline Grey, London Tanner, Panties, Pixie, videos, White Nylon, , , , , , ,

It has been a good long while since I did a blog love post, and as I am at home sick right now I figured today would be a good day for that. Man I could kill for a Fisherman’s Friend lozenge right about now 🙂

Anyway, as sick as I may be, I am also horny so I will be totally perverted today and focus on my side love of spanking, and that is pretty panties. Yes, today’s blog love will focus solely on my love of the pretty female undergarment.

1) We will start with today’s first link, my dear friend, Amber and Amber’s Undie’s Drawer . Amber is looking for feedback on your preferences, so feel free to leave her a comment. Here is a pic of me spanking Amber in her white nylon panties, back when I weighed a metric ton 🙂

2) Does Pixie like panties? That’s like asking if people treat her blog as their personal forum 🙂 Here is the little horror discussing Bottom Protection by wearing extra panties. Her choice for this spanking, grey nylon panties.

3) One of the pervertable sites that I visit, because this girl wears the prettiest panties. I do kind of wish the pics were a bit clearer, but I guess it allows the imagination to wander a little bit more. Here is Veronica Squirming Beneath His Palm in her little red panties. Of course I have no picture of me spanking Veronica, more’s the pity, but I do hope that she doesn’t mind me borrowing one from her site.

4) This one is totally off topic, but I wanted to include The London Tanners in the post, but Ian has very few pics up. However, in this post Ian is getting a lapdance from a girl wearing panties so that will do for here. So take a walk through Then And Now – Ian, The London Tanner and learn a bit more about your favorite toy maker.

5) Here is a cute little Cosplay pic of the delightful Caroline Grey in Trick Or Treat. I don’t really have a pic of Caroline and I, but I do have this great video that we did where she dressed as a 50’s girl and wore pink nylon panties for my enjoyment 🙂

(This video has been watched nearly a half a million times so far and it is the 12th most watched video on spanking tube)

6) And lastly, some self whoring here, my panty spanking blog is coming up on its 50th post, so that means there are already hundred’s of pictures already added. This entry here features a mainstream adult star getting a good panty warming, an example of which is below.

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Flashback Post

Panties, photos, Spanking Galleries, White Nylon, , ,

It isn’t that I am being lazy, lol, but I am busy pre updating all my other sites as I will be at a spanking party in Georgia next weekend. Plus I am building more galleries for my spam sites. Anyway, one post that I made three and a half years ago was some screencaps from a spanking movie that featured the ultra rare ‘Over the shoulder’ type of spanking.

A schoolgirl outfit, knee high socks, white nylon panties and a well spanked bottom, can it get any better than that? Well yeah I guess, throw in an over the shoulder spanking to complete the scene. Click on each pic for a full sized screen capture.

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Spanking Pics, Party News and a New Blog.

Brats, photos, Pixie, Shadowlane, Spanking Galleries, White Nylon, , , , , , ,

Do you guys want to see what you missed out on during the live webcam on Saturday? Well, for the 11 of you tuned in during the actual spanking, this is what you got to see. And yes, this was real as well!! All day at the party Pixie did nothing but sass me. It has been a long time since I had that young lady over my knee so I am thinking that she wanted to make sure that she got her spanking from me on Saturday. In fact if that wasn’t a big enough clue, perhaps the fact that she was wearing white nylon panties might have tipped me off 😉

I took part in a lot of fun footage that was shot this past weekend for a site that is soon to be announced. At the Shadowlane party they will be vending their DVD’s, and within the next few days I will be posting their first trailer. The website itself will probably be launched later this year and I am assisting them with the website building process right now. Due to the fact that I have a bunch of my own sites and that I am writing a book, it will be a slow process, lol.

On the subject of Shadowlane though, I am getting super excited about going!! As I mentioned previously, I have 5 interviews set up, all of which I hope to have a live webcam running on. Three of the girls will be getting a spanking at the end of the interview, two of them for a special cause and the other just as a playful extra to the interview. Another lady will be doing her own spanking at the end of her interview.

Aside from that though, there are a lot of people who I am looking forward to meeting for the first time along with seeing some old time friends. Many of these people cannot be named due to privacy issues. At the party I will be hanging primarily with my New York friends, but equally I want to spend a lot of time with my good friend, Sarah Rocks. As there are a lot of people coming over from the UK I would also like to meet as many of them as I can. Some of these people are friends already, whether that be from previous experience or through an online connection, but some of them I have never spoken to before. With my charm perhaps I can get one of them to join me in a live webcam spanking.

In regards to the webcam, I have no idea exactly when it will be on. At the very least I am going to try and notify the readers constantly of what I have coming up, but there may also be spur of the moment times when the camera gets switched on. Just be good to yourselves and stay tuned 🙂

Being that they are all really good friends of mine and I like to promote their work, I created a separate website where I can constantly show you ALL of their updates as well as details on their other material that can be found on the net. Just click the link below to pay a visit to the new site, and if you want to be linked in to it then just drop me an email either at richardwindsor@richardwindsor.com .

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