Category Archives: Missy Doright

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.

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.

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}