Tag Archives: Amber Grey

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.

Building A Video Page

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.

The Richard Windsor Spanking Files – Part 10

I am going to skip a day tomorrow with the spanking pics, just in case I have some special pics from Vegas to share. Either way part 11 will be up on Thursday. Oh look, is that Munchkin in the corner? 🙂

The Richard Windsor Spanking Files – Part 9

So I should be on my way home from Vegas right now, hopefully with a few well spanked bottoms under my hand 😉 You should have new pics by the end of the week.

The Richard Windsor Spanking Files – Part 7

It is a hard life, but someone needs to spank all of these naughty little girls, don’t they? Still four more sets of spanking pics to come after this one so check back every day.

The Richard Windsor Spanking Files – Part 1

It is coming up on five years that I have had this website and this morning I went through the archives and culled all of the pics that I have posted where I am spanking a naughty girl, sometimes two 😉 Now over the years I know I have deleted many pics, some when I transferred over from blogspot, and others that I  no longer wanted associated with my site. In the archives there was 212 pics where I am spanking a girl, and guess what, with Shadowlane coming up this week I am going to re-post them all over the next 11 days just in case you missed any. The only order they will be in is alphabetical, and there may be the odd double pic that I had renamed, but other than that you can get to see all of the pics over the next 11 days. Now, if you were to go to my Fetlife profile, you would see a whole bunch more pics that I haven’t posted on this site. My goal is to take more pics at Shadowlane and I will post them on my return along with the ones on my Fetlife profile that I haven’t posted here yet. Okay, are you ready? Twenty pics a day for the next 11 days, so check back everyday and you may see something that you missed the first time around.

That’s A Weight Off My…..

Yesterday I was talking to Pixie and one of the topics that came up as we talked was my own belief that I spank harder now than I ever did before. Of course through the initial laughter she agreed with me that I do indeed play harder now.

Part of me wondered why this was, had I developed a mean streak?

The ever smart Kitty had a theory though, it is all down to the weight loss. After giving it some thought she is right, I now have much more energy, my body size is now of a smaller frame and while this may sound daft, when I have a girl over my lap now my body posture is such that I can apply the hand properly. No more finding the correct position, no more aching back as I stretch and sit awkwardly in order to deliver a spanking.

Can you see the difference in these two pics?

 

Now I guess my thoughts today were brought on by the fact that I am actually obsessed with the numbers. My goal is to get down to 190lbs by Shadowlane which is another 7lbs away. Now I pretty much have my diet down pat, but I do still see a dietician. What is interesting though is that I no longer see her really for ideas, suggestions or routines, though I will still pick up the odd point here and there. What I see her for now is motivation, it works for me that I have something tangible to work with.

It doesn’t work for me to just constantly say that I am always losing weight and doing well, I have to have a tangible number to work with. I think it is why I continue to mention that tangible number, because it provides me with the motivation to keep going. At this present time I am down 75lbs so I have reached a target, the next step is 80lbs. Small increments help me, my goal isn’t to get to a weight loss of 100lbs, not now at least, my next goal is 80lbs. Don’t get me wrong, I will get to the 100lb weight loss, but it isn’t my focus at the moment.

One thing that I didn’t think I would be able to change was my eating habits, but you know what, that was the easy part, it really was. Rarely do I ever cheat and if I do it is like once a month. In fact I am never in denial, it was last night that I cheated, and I added a slice of pizza to my usual salad.

You know what is funny? In part I can at least see a small resemblance to D/D, though the barometers are completely different. Motivation is certainly something I need and I get that in spades. Every party that I attend I am treated, and I really do mean treated, to the wonderful side of human nature. The times where people are able to see my tangible weight loss, and they congratulate me on my commitment. You have absolutely no idea how that makes me feel about myself, seriously. At the Crimson Moon party this past weekend virtually every single person I came in contact with made some type of comment, you could wish for no better motivation. I felt like a million dollars.

So can you understand why I talk about motivation? Imagine how I would feel if I told everyone I was losing weight but I had nothing tangible to show for it. People would laugh behind my back and remark how I was kidding myself, and I would rather they did that over my big ego and my UPT status.

Sometimes I run into the fear that I talk too much about losing weight and people will start to turn and react negatively towards it. It is a silly thought I know, but I do fear that I may encounter this especially when so many people struggle with losing weight. So perhaps I can share what my methods are.

To start with, I set a monthly goal for myself to lose 4lbs per month. I’m not always successful, though for the most part I have been. It was the important words that I heard when I started this journey “You didn’t put it on overnight, you’re not going to take it off overnight”

So being realistic, while I said that I would like to be down to 190lbs by Shadowlane, if I stick to my plan I will be happy with 194lbs, even 195. It isn’t a sprint it is a marathon. The important part to me is that I don’t go above my baseline in any given month. If I started the month at 210lbs and finished the month at 210lbs, I didn’t lose the battle. Now I would have had disappointment in myself that I didn’t lose weight, but it gives me the strength to work harder, get right back on the bike so to speak. In the 20 months that I have been dieting so far on only one occasion did I gain a couple of pounds during any given month. So think about it, I have dropped 75lbs in 20 months, if you take that one month into account where I gained a couple of pounds, I am pretty much on schedule with losing 4lbs a month for the entire time.

If I could give anyone advice it would be what I wrote about above, set your goals realistically and keep them small. If you are 160lbs and want to get to 140lbs, try it over a five month period. Remember, you aren’t just trying to lose weight, you are trying to change your lifestyle that ensures that you lose the weight and keep it off. So if you are 160lbs think of it this way, by the end of August your goal should be 156 or 157lbs. Losing 20lbs in a month isn’t going to make the changes in your lifestyle that you need to keep the weight off, that can only happen in small, gradual increments.

Anyone can say they are losing weight, but does that help the person emotionally? If you change what you do and include the most important aspect, regular exercise, what you can say is that you have adjusted your lifestyle and slowly but surely you are making improvements to your health. The side effect to that approach is that you will lose weight.

Give it a shot, between now and the end of August set your goal at a weight loss of 3lbs. If you see no loss in the first week then that means you will have to work harder for the last two and a half weeks. The goals should be small because believe me, when you reach them it is the best feeling in the world. Add them all up and you reach goals you never thought were possible. Think about it, since I started this journey I have lost over 25% of my body size. Pick up a 75lb weight and that will tell you how much less my body has to carry each day.

Finally, to anyone who has ever said anything nice to me about my weight loss, thank you so very much from the bottom of my heart. Every comment increases my positive outlook and makes me feel so wonderful about myself as a person. It is a really tremendous feeling and it gives me so much motivation that nobody could really comprehend, every single comment has contributed to my healthier lifestyle choices. I couldn’t lie to myself, I would be letting everyone down if I did that. When people tell me I look great I know they mean it, and it makes me feel really good inside, like I have accomplished something.

My ego loves all of the UPT talk, my head swells whenever I see someone using my image as their profile pic. Even the hateful stuff makes my ego that much stronger, there is no stopping it really, lol. That is a big part of Richard Windsor’s character and who he is. Richard L on the other hand is a very humble man who gets deeply touched by people taking the time to acknowledge his achievements. The way I see it is that if people feel it is important enough to say something nice to me, then that means I must be important to them if they wish me well.

On that note I think I will spend this evening writing nice things on people’s walls to make them feel good about themselves!!