Tag Archives: Missy Doright

Evolving To 50

You would think that as I approach 50 years old that I would have it all figured out by now,  but I don’t,  not by a long shot. It is something that I am getting closer to though,  partially getting back to the way that I used to be and partially evolving into who I want to be …  (continued below)


Yet another party has come and gone and once more the smile remains on my face a week later. It is hard to explain to anyone,  in fact I don’t even know if I can. Many years ago I was living in the projects and someone knocked on my door. Trying to work out who it was I discovered it was my next door neighbor who had locked herself out and she was trying to use my balcony to get into her own apartment. What I remember most of all though was when another person who was in the hallway replied to the question   “Who lives there”? The response was  “A jolly white guy”

That’s who I am now,  that old jolly white guy.

I really believe that when my younger brother died it changed me for the worse. There was a bit of anger in me and quite a bit of anti-social behavior. I’ve never really been one to take anyone’s shit,  but over the last few years I started to challenge people,  even so far as doing so in public. Sometimes I felt I was on a suicide mission,  lol. But I changed my life,  I quit going out drinking,  went on a lifestyle changing diet,  lost a ton of weight and started to get my confidence back.

Spanking is my outlet from the day to day rigors of life. It excites me,  it pleasures me and it provides stimulation to my mind on a day to day basis. For some reason I lost the fun for such a long time. I’m not going to lie,  partially it was the negativity that I perceived was happening more than I cared for. Here is the thing though,  the negativity was always there,  what had changed was my reception to it and how I handled it.

Case in point,  it is the nature of the beast that you are going to be insulted from time to time,  whether maliciously or otherwise. At the party last year I was insulted and my reaction to it was pretty strong,  it pissed me off to no end and made me really mad. This year was no different,  on one occasion I was insulted,  but here is the thing,  my reaction to it this year was completely different. This year I was disappointed and I thought of the good things about the party. I wasn’t at the party to encroach on anyone’s territory,  I had all the fun that I needed and a line of people to share that fun with. Instead of stewing about it,  I just distanced myself from the situation and avoided it the best I could. The line was drawn in the sand and I had no intention of crossing it,  my side of the sand was beautiful.

The bottom line is that you are in control of how you respond to everything and how you present yourself to others. The biggest change for me from last year is that I’m not going to allow myself to be emasculated online anymore. I’m still the same fun guy who likes to play,  I will still make the crazy videos where I set myself up as the bad guy and I will still be the butt of a joke just as long as I am a part of the joke. No longer will I play the role of human piñata anymore.

I still need to work on my feelings to online postings and I have to focus on the fun aspect of it. It should be pretty easy,  there are a ton of fun people to engage with,  though I tend to get pulled into the negativity that is posted. That is going to be my biggest challenge. Despite having one of the best times ever last week I got drawn into it once more,  I wanted to read about everyone’s happiness and joy,  the last thing that I wanted was to hear about the sucky side of attending parties. As I said above though,  it was really down to me to focus on all of the positives and ignore the negative side of things. Case in point,  the Brit meet was a roaring success with a room chock full of people,  yet it didn’t stop someone badmouthing the event no sooner than stepping five feet in the room. I handled that one well though,  I just shook my head and felt sorry for the person. It wasn’t the event that pissed them off,  it was the fact that I had arranged something so successful. There is a reason that I have stopped posting threads on the spanking world,  my life has changed quite a bit and if I don’t mind saying so,  it has changed for the better.

There is a fear about writing about spanking parties in that one is going to summarize the event and it will be inevitable that someone will be offended at having been left out. That is something that I can’t help though,  I can only write about the things that stood out for me as really special memories. At the party I must have played with about 40 girls,  so if your name isn’t mentioned then please don’t take it personally,  for one I’m a guy and I just won’t remember every play session that I had.

Let me start with elleebutt.

Before the party I had exchanged text’s and messages with ellee,  knowing that being at a party of this magnitude and being one of the people who greeted pretty much everyone,  we were going to be lucky to get any time together,  certainly as it relates to previous events anyway.

We had one big event that we had planned and it was something to look forward to with Alex Reynolds,  though of course I was hoping for more being the greedy sod that I am. On Thursday I was very fortunate that I asked her to play and she gladly agreed. You know what,  I have never spanked a girl wearing yoga pants before,  and elleebutt in yoga pants just made me shake my head with how lucky I was.

Of course I knew that under the pants there would be a thong and I took some delight in hearing her explanation (which I knew already) about not wearing panties under yoga pants because of panty lines. Psst,  ellee,  it’s a spanking party,  panty lines under yoga pants are TOTALLY acceptable at a spanking party.

The schoolgirl scene that I did with ellee and Alex will be in part two of this tale,  but I want to point out something that really meant something special to me.

On Saturday night I was running around like a chicken with its head cut off,  bouncing from one area to the next and feeling pretty tired. Heading towards my room for a bit I bumped into ellee who was milling around the area where my room was. Of course I grabbed her for a hug and asked her what she was up to. Her response blew me away and was the nicest thing that I heard all weekend. Now I know a lot of people said a lot of nice things,  but this one meant something very personal to me.

ellee responded to my question by saying  “I’m waiting for you to give me a spanking”

I’m not over exaggerating here,  those words made me feel like a king. Neither one of us were going to go short in the play department this weekend and her and I have played a lot of the last six months,  so even if we didn’t play a whole lot then I just knew that on other occasions this year we will. I’m telling you though,  that act made me feel so special as a person. Somebody who means so much to me was prepared to wait for me and perhaps even turn down play by doing so,  just so that she could give me an audience,  man I felt so good about myself. ellee was already on a high platform in my eyes for what she has done for my emotional state this year,  that simple act has elevated her even higher in my eyes,  she is a very,  very special person.

I’m going to finish off segment one with my roommate,  Missy Doright. Both Missy and ellee will feature in the second part but I want to also give Missy her own space.

A year ago we had shared a room once more as we had done at previous parties. Due to my demeanor at that party,  it wasn’t an event for the history books and we hardly played that weekend. Once the party was done we even lost touch for quite a while afterwards.

In Vegas this year and even before,  the two of us had reconnected just like we had when we first met. In fact in Vegas there was a happy spark,  the playful banter and some great play sessions.

My approach this year was entirely different, no longer was I the lord protector. This year I took my own times with Missy as special events,  but aside from that she was on her own. I desperately wanted her to go out and get her butt beat,  or beat some butts,  get her punishments due and cry some tears.

This is about me now and how content I have become. So many people have given me validation this year as to my value as a person,  and Missy is no different. Her approach to me has been a lesson as to how I approach others. When we left Vegas on the van ride to the hotel,  Missy said the following  “I could kiss ellee for giving you your mojo back”

Think about that for a minute. Missy is thinking about me,  she is thinking about ellee and she is wanting the best for the people that she cares for. It was a further lesson for me,  and while I have always wanted the best for my friends and for them to be happy with what they do,  it reinforced in my mind that things are good for me.

Here is the deal. At one point in my life I concerned myself too much with how I was viewed by other people,  not really from a competition standpoint but from where I stood in the pecking order. That isn’t something that I think about anymore,  I know where I stand and it isn’t on the platform that other people put me on,  it is on the platform that I put myself on.

I’m really a simple creature,  yet so complex. All I need in life is to have some importance to someone else. Quite frankly I really don’t know if I can explain it fully without coming across as an egocentric prick,  because that really isn’t how I look at it. All I want is some importance to someone,  no matter how small it is. I’m not in competition with anyone,  I don’t have any resentment towards others and what they have,  I’m just really,  really comfortable with what I have. If I’m important enough to someone that they will take an extra step for me,  then by default that person is important to me. You all know that I have written at great length about this,  but it is a very integral part of who I am. Perhaps it is ego driven,  I really don’t know,  but when someone does something for me it empowers me and makes me feel dominant,  which in our world is never a bad thing. If it is all about them then I simply go through the routine of being rent-a-spanker.

Today is one of those days where I could write forever about my feelings and perhaps I will continue writing right now,  who knows. There is quite a popular fetish out there that has many variables,  it goes along the lines of  “I want a man who is strong enough to dominate me”,  I take it one further as to how I view it  “I want a woman strong enough to allow me to dominate her”

Back to Missy’s comment. ellee didn’t give me my mojo back,  I found that myself,  what ellee did was put the spark back in my eye,  she reminded me of the joy that I should be feeling. She made me feel important and special,  she took the blinders off of me. That enjoyment was always there for me to have,  I just wasn’t allowing myself to have it. There are a great many people who have done that for me for years,  I just wasn’t allowing myself to see it. Missy was one of those people,  she is no different than she was last year. What was different this year was that I allowed myself to see it.

Do you know what it means to me to tame the tiger? Not what you might think!

It was all about validation. Before turning in for the night Missy had texted me  “Let me know when you go to bed so that I can get a bedtime spanking”. Strike 1,  I had my place,  I was important enough that I was wanted. Strike 2,  Missy came in the room and pounced on me like a tiger attacking her prey,  it was validation that she was happy in my company,  relaxed,  playful and looking forward to me. Strike 3,  she bounced on the bed on all fours growling at me,  telling me visually that she wanted to dance. Strike 4,  I put her over my knee and turned her from a playful tiger to a purring kitten within a minute. Strike 5,  afterwards we snuggled and she fell asleep while I lay there with a big smile on my face,  I was someone!

I’m pretty complex,  aren’t I?

I don’t even know if anyone gets what I am saying,  gets me or even understands a word that I am talking about,  but I know it. Spanking isn’t about competition for me,  it isn’t about keeping up with the Jones’,  it isn’t worrying about what other people have. What I have is magical and the people who get me share that magic. I don’t dish out pity spankings,  and by pity spankings I mean  “I best let Richard play with me”. All I ever wanted was a small spark that I mean something to someone,  that I am important enough in their eyes that they want to engage with me.

The biggest step of all,  and the one that none of this would be possible was the very first step. First of all I had to be comfortable with whom I was,  and now I am. My confidence is oozing,  I’m confident enough to say to myself that I don’t want to be with the cool kids if I am not cool enough for them. Why on earth would I? I have the best life ever! When one of my girls does something for me and makes me someone important to them,  then it makes me feel like the coolest kid on the block,  and it makes them a princess in my eyes.

I didn’t get very far on a party report,  did I? It doesn’t matter though,  in part two I will get down to the nitty gritty about the event itself and the wonderful people who I played with. I kind of shortchanged Missy in this episode,  didn’t I,  so I will start with her in part two of my party tales. To finish with though,  here are 3 important things to me that happened to me last week,  just to further confuse you about who I am.

Prux was bitterly disappointed to a point that she almost cried because I had let her down,  and while this may confuse you,  that was something very important. Why you may ask? It is simple,  it meant that I really meant something to her that she was so upset about it,  and that to me makes her very important in my eyes. I can’t fix what I did,  or more importantly what I didn’t do,  but what I can do is go the extra mile the next time that I see her to show her that she is important to me as well. It won’t fix everything,  but it will show her that I am human and that I make mistakes.

Often I see someone dressed nicely and I say to myself  “They look nice”. Last week I didn’t do that. Last week I saw someone wearing a beautiful dress and I went out of my way to tell them that I thought it looked gorgeous,  for no other reason than I wanted them to feel good about themselves. It was about the only words that I spoke all weekend to this person,  but it made me feel really good to say that.

And lastly for now,  the party was over,  everyone was saying their goodbyes and I had my own journey to make home. Missy wouldn’t let me,  she wanted to drive me somewhere,  no matter where that was. She wanted to spend just a little extra time with me. Now read all that I have written above and answer me this,  how do you think that made me feel about myself?

The Saturday Spanking Show

Part 1: Friday Night Lights

Part 2: Uncle Richard Is Back

Part 3: Quality Time With Alex and ellee

We had now reached Saturday night at the party,  which is funny really when I think about it. Up until now I have had a Modus operandi at spanking parties and it always seems to follow the same path. My inner self spends the first few days in a laid back mode,  watching and observing,  passing up play opportunities and yes,  dare I say,  moping around for a bit.

Quite frankly I don’t know why I was going through this period,  but I’m going to take a guess that it was a combination of events. Firstly my Brother passing away a few years ago combined with a complete lifestyle change to get myself healthier. There were also other factors I am sure and ordinarily I wouldn’t even mention it,  but I know what I am feeling right now and I know that I feel differently to how I felt before. It is also noticeable to others. Over the last few months it has been mentioned to me many times how I seem to be a different person,  how much happier I appear to be and just as importantly,  how mean I have become,  lol. That is an important factor though in making up my character as a whole. By feeling good about myself it has increased my personality for the positive,  and it’s not that I ever really felt negative,  I’ve always been a positive person in general,  I think what is different is how I now feel about myself internally. Perhaps depression is too strong a word for it because I’ve never really been unhappy,  maybe it is the changes in my lifestyle that have taken me a while to get used to.

This is something that is addictive as well,  people notice the difference and are quick to tell me that they like seeing me like this. On the outside I appear meaner,  but my friends can see that I have that special glint in my eye and they are really happy for me. That’s something that I get,  a few weeks ago I was sat with Heather and they were talking about all of the exciting things going on in their life and I beamed from ear to ear,  it pleased me to no end that they were happy and excited. That’s what you do,  when your friends are happy and excited then you are happy for them.

So how does this translate to the current party? Well, normally I sit on my hands for days and come Saturday night I am trying to catch up on everything that I missed out on and I play like a mad man. At this party we have just arrived at Saturday night,  and already I have played more at this party in the first couple of days than I have at other parties combined. Spanking ellee and Alex also did something else for me,  it made me feel extra macho and manly. When we arrived at the suite it took very little time at all before I started to play. Now even though the lack of sleep was catching up with me,  this was going to be a big night.

On the way to the suite I had picked up my Malaysian cane and I was feeling mean. Perhaps no sooner than ten minutes in I once more gave ellee the meaningful eye. Producing the cane I asked if she would like it. Seriously,  it was like asking her if she wanted some chocolate. After some discussion we decided on 12 strokes,  and while I held back some,  this was still a nice healthy application. ellee and I have discussed some future plans for a serious caning and as I had seen a prelude to this I am going to have to say that this is the one thing that I want more than anything at the moment. Anyway,  I put my hat on ellee’s head and began to apply the cane. Do you want to know how mean I have become? When we got to stroke four I did something that I rarely do,  I took aim at the crease area between the bottom and the thighs and delivered a beauty to that spot. Beth Eisley captured that stroke landing perfectly in these two pics.

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Two strokes later I did something that I never do,  I gave ellee a cane stroke across the back of the thighs!! It’s a strange feeling,  years ago I would have been horrified to apply the cane to the thighs,  but now,  not only did I do it,  but I wanted it to hurt and I wanted her to have a memento from it. The latter very much came true,  ellee carried that mark for more than a week.

The scene was short but it was really,  really hot!! It was hot for a number of reasons. Firstly ellee was wearing my hat and I don’t know why,  but in my mind I think that it made her warm and fuzzy. It might not be true but that is what I was thinking. The other factor was that ellee was watching her own caning in the full length window and for some reason I found that hot as well. With with this combination of events it was good for me,  especially ellee’s reactions to each cane stroke. Man I wish we had filmed it. Up until now I kind of felt that I had hogged ellee at this party a little bit,  and we still had one big event to go on Sunday,  so now that I have given her a caning I also felt that I needed to give her a little space.


There were a few guys that I wanted to talk to and I was engaged in a conversation when I caught Missy out of the corner of my eye. Other than for a short time in her group suite,  I hadn’t seen Missy hardly at all up to this point,  so I was eager to catch up with her. Again,  it isn’t normally my style but I really didn’t take too long at all before I asked her if she wanted to play and she was more than happy to oblige. I have to say,  it was pretty darn awesome.  Missy has hardly played at all since the last so it didn’t take much of an application from my hand before she was wiggling and squirming all over my lap. It is a weird feeling,  I was feeling pretty sadistic,  and while I wasn’t spanking hard by any means,  I was reveling in the fact that she was feeling it. The more that I spanked the more she was clutching at things and trying to avoid the swats.

Once we were done I believe it was Missy’s suggestion that we try the cane. I say this because I was pretty stunned that Missy wanted the cane. At the parties that we had been at before I had never once given Missy the cane,  and now she is asking for it? In four weeks time at the party,  Missy and I are sharing a room once more,  and now she tells me that she likes to be caned? That is going to be a long 5 days for her.

As I always do with someone new I started somewhat lightly with the cane,  and despite Missy jumping forward before the cane landed and generally having a hard time staying still throughout the event,  I was really delighted at this new development. The longer the caning went on the happier I was becoming. Poor Missy might well have some nightly caning’s coming to her before her bedtime spanking in a few weeks. It was so nice to get to play with her once more though,  it had been a long time.

Now going back to the first night I told you about giving ellee a birthday spanking and how someone was watching that spanking very intently. It is the look that I personally look for when I observe people. Now I could be well wrong about this,  but the look was telling me that a spanking from me would be welcome. It is a topic that I have talked about until I am blue in the face,  an indication from the girl that an advance is welcome. Nothing pisses me off more than hearing after a party that someone wanted to play with me yet they made no effort whatsoever to try and make it happen,  just the smallest of indications that they actually wanted an interaction with me. Tops aren’t mind readers and a lot of the time they have to be careful about who they ask to avoid making a girl feel uncomfortable. In my eyes a girl has to show an interest in playing otherwise it probably isn’t going to happen. They don’t have to ask,  but they can put themselves in an approachable position where the guy is allowed to ask.

Anyway,  the girl who was watching the spanking was Lostkitten and I caught her eye as I was spanking ellee. From the look on her face I could see that she was enjoying watching the spanking and I knew at some point in the party I was going to ask her to play. It was Saturday when I finally asked her if she would like to play and she was more than happy to oblige. So we went off to the back bedroom where she pulled her jeans down and took her position over my lap.


Being that I had not played with Lostkitten before,  nor having observed her playing,  I started off quite easily on her. It didn’t take long before I realized that I could step things up a bit and began to start handing out a nice healthy spanking. It was only after being in the scene for a while did it occur to me that this girl can take quite the spanking. As you can see by the pics,  there wasn’t an area that was left uncovered and I thoroughly enjoyed the session. After finishing I gave her a hug and had hoped to talk with Lostkitten for a while,  but unfortunately no sooner was she off my lap when someone else grabbed her and she was getting spanked again. Maybe at a later party I will have the time to sit and talk with her for a while.


As you can tell,  I was in my groove now. Now I had spoken a little to Sara Fields for a little bit and I couldn’t let a party go by without playing with her. Even though there seemed to be a little tension lurking around in the air,  I went ahead and asked her and she seemed happy to oblige. Now Sarah was another girl who I had given a pair of nylon panties to,  which were purple this time. I actually figured that she still had them on her and I felt a bit bad that she had to go back to her room for them as it wasn’t that important.

We went into the back bedroom where we were soon joined on the other bed by Ralph Marvel and ellee. Sometimes it can throw you off a bit when you can hear the sounds of someone else being spanked,  almost like you try and remain with your own rhythm,  which for me is hard because I love the sound of two bottoms being spanked in unison. Perhaps this wasn’t the longest spanking I had given,  but I was beginning to get hot. Still,  I soldiered on and spanked away at the naughty young miss. Sara and I tend to get to play at each party so I was happy that we managed to do this,  even if it was no more than a 5 minute spanking. Kind of wished I had got to spend more time with her,  but like I said,  something was in the air that night and I’m not sure what it was. Maybe at the next event we can sit back and hang out for a while.

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For me the night was beginning to come to a close in the suite and I wanted to spend some time with my East Coast friends. After dropping off something in my room I headed upstairs where I was greeted by Missy. Now she was in the middle of some type of training and I didn’t want to interrupt,  so I headed into the back room where all of the other girls were. Going to be some serious spanking, huh?

It took a while for the girls to get up but when they did they all took part in what seemed to be some type of ongoing game. So I watched for a while,  chatted to Kor-E for a bit and then before you knew it everyone was back. Now I admit that I was getting pretty tired at this point,  but not too tired where I couldn’t give Missy another caning. I had bide my time for quite a while,  waiting for a chance,  and it finally arrived. I’m a bit of a caning right now and to know that my roommate will play with a cane gives me tingles. After asking Missy if she wanted a swift dozen we headed to the bedroom.

Now over the end of the bed it was much easier to cane Missy. You see the poor girl has a hard time keeping still and the bed frame really helps her to stay in position. This time I put a little extra into the cane strokes,  trying to judge what it is that Missy is able to take for future reference,  and I like what I see so far. Now I didn’t go too low with Missy,  rather using the middle of her bottom,  and I have to admit that she took it way better than I thought,  hardly making a noise at all. In the next few months I have a feeling we are going to become quite acquainted with this procedure.

It’s now the early hours and I think I am done. On Sunday I still have two awesome scenes planned with Alex and ellee,  two events that I had put a lot of work into,  and I was suffering badly from sleep deprivation. As we exited the bedroom I was all set to put my cane away when I happened to catch the look on ellee’s face,  it was such a beautiful,  cheeky smile and I knew what it meant. There was still one more caning left in me and in a second I said  “And would you like 12 of the best as well,  young lady”?

It was delightful,  ellee floated into the bedroom with a big smile on her face. Of course by now I have caned ellee several times,  so I am beginning to feel really comfortable with her. At the same time though it is like 4am and I’m not going to be super mean,  so I saved her thighs and sit spot from agony (this time anyway) and like Missy before,  delivered the cane square on her bottom. It is a special place,  being able to cane a girl firmly and seeing her keep a smile on her face throughout. Let’s hope that when I cane her and Alex together that the smile remains,  I’m going 50/50 on that one as it will depend on what those two have been up to.

So that wrapped up Saturday night. I took my cane back down to my room,  had a smoke and then headed back up. Once I got to the suite floor I saw Alex,  ellee and YoggSothoth walking down to their room. After saying goodnight I asked if everyone was still up in the suite. ellee informed me they were and that they were about to start playing a game,  but to be honest I was way too tired to play trivia games. Instead,  I went back downstairs to get some much needed sleep,  but I still had to be up in 4 hours anyway,  there was an important caning that I had to give and I had to make sure that I was in the right mindset for it.

Part 5 next: Mr. Windsor is NOT a little bitch

Uncle Richard Is Back

The last time that I had seen Calicutie and H was years ago when Pixie and I spent the day with them in New York City. While Cali and I have emailed each other from time to time over the years,  it wasn’t until we saw an attendees list that we even realized that we were going to be at the same event together. While it was a spanking party I did want to spend a good deal of time with the two of them and to hear about their ventures.

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Cali had scratched off one of her spanko lotto cards which read “25 with the tops choice” and she handed it to me saying that she had saved the card for me. Not only did I get 25 with my own choice,  but there were also two more sections to scratch off. Now I had no idea what could be in those sections so to be safe I said that I would start with 25 with my hand. Cali set to the task of unbuttoning her dropseat jeans. I mean,  seriously,  how friggin’ adorable are these things?


We went into the back bedroom and I gave her a very nice 25 with my hand. We need pictures of course and H was more than happy to take some pics for us as we posed the hand spanking. That was the only posing left that we did though,  the rest of the pics were taken as the action itself took place. Cali was talking with H when I scratched off the next section and so I lay the card on the bed until she returned. The card read “30 with a strap”

Now I was fortunate enough to have with me my one of a kind London Tanner strap. This was the strap that I won during the FMS trivia contest a few years ago that I have rarely used. One side is straight leather while the other side the leather has holes in it. You can guess which side hurts more : ) Still with the drop seat jeans on I really didn’t hold back with my application of the strap. There has been a turn in Richard Windsor this year,  my playing level has increased quite a bit and as you can see by the color of Cali’s bottom, the strap is very effective. All that we had left now was the final section of the card,  and wouldn’t you know it,  it read “25 with a strap”


That’s a lot of stripes with a strap on a Friday night,  but Cali suggested that she had a favorite strap and I was more than happy to use it on her. This time Cali took down her jeans so that I had an open target. Those thighs always look so tempting but I was on my best behavior 😉 After all these years it was great to play with Cali and I look forward to a long friendship with them both.


The night had flown by quickly. I do remember at some point spending a little time with most of the family and I had hoped to catch up with them later on. There was just one more task to do at Friday night though and for that I had to wait. It was around midnight when I got the word that elleebutt was on her way,  and while I am a gracious man,  there was no way the night was going to be passed up without so much as a swat.

Now,  YoggSothoth (ellee’s husband) had arrived in the room first and I happily greeted him,  and a few minutes later here comes ellee. Bouncing in she throws herself into a big hug with Sophie Grey who was stood next to me and then she steps back and engages in a conversation. Wassup with that noise? Like any good Brooklynite I extended both hands and in my best Vinnie Barbosa said “Yo,  what’s up with that”?

Okay,  so maybe it was hard because everyone wanted to say hi,  but I’m the UPT damnit,  I expect some loving!!

Once the formalities were done and dusted I stood talking with ellee and she made some comment about her birthday coming up. Being that I was in douchebag mode that was all the reason that I needed to get her butt over my knee. So I suggested that we give her last year’s birthday spanks to set her off on the right foot for the next year. Lame excuse I know,  but I was at this party to play.

The only chairs in the main suite were high chairs,  but that would work for me. In fact it was pretty cute watching ellee having to stand on the bottom rung just so that she could elevate herself over. Being that ellee had on a thong this was a bare bottom spanking and I happily gave her close to her birthday spanks,  but then stopped and asked her how many that was. Of course she didn’t know so I started over again and once more I asked her and she got the number wrong. I will say it was fun to hear her do some math “two score minus 15”. Quite frankly,  even if she had the number right I would have spanked her some more anyway. This time though I decided we would finish with the requisite number and began to deliver them.

This is the point that I noticed something though. Out of the corner of my eye I saw someone sat there who I didn’t really know well. On her face was a look that I know all too well,  in fact it is something that I normally look for and I feel pretty good in saying that I can recognize the look. What this look says to me is that the girl is thinking “I hope that he asks me to play”. It is a special look,  one of silent studying. We all have areas of our life that we are better at than others. Clearly people have the beat on me in many different areas. This is one area though where I am very astute,  it is an ability to read the mind of an observer. It is hard to put the look into words,  but it is something that helps me decide whether or not I should ask someone to play.

Once the birthday spanking had concluded and after introducing ellee to some people who she didn’t know,  she left with her husband and Alex to set up in their room and freshen up. I was looking forward to a wonderful night. Unfortunately though,  the party wrapped up about half an hour later and I was stuck. I don’t have a cell phone,  I don’t know what room the folks have,  and ellee has just got here so she won’t know this info either. Now I could have been a sad sack and waited on the floor for people to come back but I wasn’t. Instead I decided to go down to the casino and wait for people to show up for a private party. No one showed up though!! For a few hours I milled around in the casino until about 4am when I decided to go back to my room for the night.

The following day I believe that a group of people went out for a day trip but I had decided to stay back. A lot of the day I spent up and down going from my room to the casino but I saw no one. By the time 6pm came around I was a little unsure as it was early,  but I decided that I would visit the main suite. It was during this time that Kor-E found me and told me where everyone was from his group. Now I have to be honest,  as confident as I am as a person,  I didn’t want to feel that I would infringe on another set up. So I went to my room for a smoke and checked my email and ellee had emailed me to let me know that she was also up in the same room. This gave me a further reason that I should go on up to this other suite as other people not from the suite were in there as well.

Once I arrived I finally,  after 2 days of being in the same hotel,  got to see Missy. We hugged and a big conversation started about my lack of a cell phone,  but I wasn’t having any of it and I started arguing my point as well. It was all friendly banter but I stressed that everyone in the room knows my real name and anyone of them could have called the front desk to be connected to my room,  and as ellee had been the person to email me it was also an option that people could have reached me via email. The whole conversation though got me in a toppy mood and some spankings were about to happen.

At this party I carried a small bag around with me as I had some toys that I had yet to use. Today I had with me a manufactured looped belt and a small rubber paddle and I intended on both of them finding a target. My first call of the day was Alex Reynolds,  sentenced to ten with the belt and two with the paddle. I would like to say that she took them well,  but unfortunately that wasn’t the case. As soon as I finished with Alex I had some business to attend to with Missy. I had decided on twelve paved out strokes with the belt and Missy proved to be a challenge. The belt stung and she had trouble staying still,  so it became a battle of patience and a long drawn out deliverance. During her spanking actually,  YoggSothoth took the rubber paddle to Alex and had finished by the time that I had even reached ten with the belt with Missy. Much to Missy’s detriment,  YoggSothoth left the rubber paddle on the chair and as Missy was proving to be combative I told her that the plan had changed,  she was now going to get the final two with the paddle. At this point Missy was sat on the bed feeling the effects of the belt and resisting the final two swats,  but I was determined. I even told her that if she didn’t get back in position then the final two swats would increase in number if she didn’t get back in position.

Reluctantly she got back up and the first stroke of the paddle had her bouncing up and down. We only had one stroke left but that paddle is a mean sucker and Missy couldn’t hold position,  so I had to step up and I grabbed her around the middle and held her in position. The final stroke was a real zinger and Missy ruefully sat on the bed looking sorry for herself. I informed Missy that since the last time that we played I had stepped my game up a bit and with a wistful smile she responded “Yeah,  what’s up with that,  I want a refund”

It was hot,  I really enjoyed every minute of a long drawn out 12 strokes and I very much looked forward to playing again.

Once done I retired to the main room and was joined by Beth Eisley. Beth asked if she could sit on my lap and of course I agreed. There was little scenes going on around us,  especially a very hot hairbrushing that YoggSothoth gave to Alex,  and before long I asked Beth if she wanted to play.

Now when Beth and I play it is always of the lighter fare variety. She had on this delightful little dress that was awesome to spank her over,  in fact it felt so good that I was happy to do this for a while as we chatted and talked with others. By the time I had started to spank her over her underwear,  YoggSothoth had grabbed ellee and was spanking her on the other couch.


Beth wanted a song and through some laughter Kor-E and I came up with “Mandy”  by Barry Manilow. Bad choice because while Kor-E and I gave it a shot,  we managed one line,  but hey,  at least I sang while I spanked Beth,  even if it was only one line. During the fun spanking I had also mentioned to Beth that she was on my New year’s list for another reason and maybe one day we will get to act that out. We had even spoken of playing more than once during this party but unfortunately it didn’t work out that way.


So that was a great afternoon and everyone was getting ready for dinner. Before we went down though YoggSothoth had asked if he could give Parttimelondoner a couple of swats with the evil cracker barrel paddle. As I was sat next to ellee and she had a full spanking to come with said paddle I was more than happy to allow this,  after all,  I wanted ellee to see its effect. Two things happened,  YoggSothoth didn’t hold back with the two swats and Parttimelondoner didn’t hide her displeasure at the paddle. It couldn’t have worked out better as ellee’s mouth dropped. Okay,  so she didn’t know that I wasn’t going to spank her that way,  but I could let her think that. ellee had been promised a 5 minute spanking with the paddle over my knee and while I wasn’t going to spank her super hard with it,  it was going to be repetitive.

At this point people broke for dinner. A group of people went to the strip and YoggSothoth,  Beth,  Alex,  ellee and myself decided to stay in the hotel for dinner together. For a bit of fun I even had ellee and Alex stand in the corners of the elevator until the doors opened,  and once they did a red faced ellee sidled up to me like a scolded puppy. The events that followed were unplanned,  but they began when ellee provided me with the risks of smoking as I was going to my room before joining them. With a swat on the butt on the casino floor I told her that I appreciated her concern and I was happy that she thought enough of me to share those thoughts,  but as an adult I was able to make a consented decision so the discussion should now stop. What happened next do you think? 🙂

Part 3 will be coming soon – Quality Time With ellee and Alex.

The Richard Windsor Spanking Files – Part 5

This post is on autodraft as I am on my way to Vegas for the Shadowlane party, and yes, I already have some naughty girls lined up for a spanking, including the video that I am making today. Pixie happens to be in 14 of these 20 spanking pics.

Back From FMS

Lots of tales to come from a fantastic party, especially about my roommate and incredibly naughty and well spanked niece, Missy. She got a bad girl, a good girl, spankings for forgetting her door key, spanked to a story, spanked to sleep and even, yes, Uncle Richard stepped up, a punishment spanking that she didn’t like at all.

Only one shoot at this party with Ten, played with all of my dear SSC friends and London Tanners friends, took part in some skits, played on a total of 8 hours sleep for an entire weekend, does that give you an idea of how much fun we had? Congratulations to Larry and Amy and the entire FMS crew for a wonderful party, I will be back next year.

Finally, here is what my hand looks like today. It was a build up, but the shoot with Ten cracked it finally. I then played for the rest of the night picking up new cracks with each spanking 🙂

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 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.


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.

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 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}