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A Real Live Sissy being trained in Public!
Dinner for Two!
So, you'd like to hear about one of my public outings? I've done several, all of them great fun, but there is one in particular that I very much enjoyed.
This took place a few years ago just before Christmas but I remember it like it was just yesterday.
I had seen this sissy several times....he's in a very influential position in his work and has an image to maintain....
We had played in the dungeon numerous times and also did some outdoor sessions, but I was bored with it all and told him I wanted to do something different. We would meet in the next town. For a week, he was to jack off and catch the cum in a 35mm film canister and freeze it. I told him that he was to wrap it up like a Christmas gift when we met, which he did. I also told him that he was to carry the gift with him at all times.
I had him get a motel room, tape the key to the back side of the "Do Not Disturb" sign and put it on the outside of the motel room door. Then he was to call me on his cell phone and let me know which room he was in. When I arrived and opened the door, he was to be naked, on his knees, ass facing the door, head on the floor, arms out stretched, palms up, with the gift between them.
When I arrived and opened the door, there he was, ass facing the door as ordered. I walked in, shut the door and took the toe of my shoe and nudged his balls. He groaned and I laughed at how pathetic he looked. Such a slut!
I went and sat on the edge of the bed and told him that since he was such a horny slut, I was going to give him the opportunity to perform for me. So, I threw a pillow on the floor and said "hump it, bitch", which he did. He looked so silly, humping the pillow, his balls flopping and a stupid look on his face. I could tell that he was ready to cum, so gave him permission to do so. I know how difficult it is for a man to do things when the mood is gone. So, I was really going to put this slut through his paces and make him work!
Once he made his gooey mess, I told him to clean it up, suck it all out of the pillow. Did he want the maid to find such a mess? Of course he sucked and sucked until I thought he was going to suck the stuffing right out of that pillow!
After the pillow was cleaned thoroughly, I told him to get dressed....he was taking me out to supper. So, once he was dressed, off we went. He asked me where I would like to go for dinner and I gave him the name of a restaurant. There was a look of horror on his face and he said that please, not there. Many of my friends go there and it's possible they'll be there tonight. (it was a Friday night). I said, tough, that's where I wanted to go and stop the whining. So, with a very worried look on his face, he drove to the restaurant.
He parked the car, and of course the place was packed. I told him, you are not to walk beside or in front of me. You will stay three steps behind me at all times. When we come to a door, I will step aside and you may open the door for me. Do you understand? He said yes, he did. So, he went around the car, opened the door for me and we went into the restaurant with him following behind.
The hostess asked where we would like to sit and I told her a booth in the no smoking area. We had a booth at the end of the aisle as all the other booths and tables were filled. So we had to walk past quite a few people to get where we were to sit.
We sat down across from each other and the hostess said that our waitress would be there in a moment. The hostess left and I noticed that I didn't see the gift that he was to carry with him and asked him about it. He said, oh God, I forgot it, it's in the room. I'll go get it. I said, no. You were given an order and failed to carry it out. I'll have to punish you for that. He begged to be allowed to go back to the room, but of course I didn't allow it. That would have been too easy.
The waitress finally came to our table and asked me what I would like to drink. I gave her an order for a glass of wine. Then, she turned to him and asked him the same question and before he could answer I interrupted and said...excuse me, but did I give you permission to talk? He looked shocked and turned red and the waitress giggled. I looked at her and said, I'll order for him and ordered a mixed drink for him which I knew he'd need. As she was about to leave (she'd handed us menus) I stopped her and asked, would you mind bring a small empty glass back to the table when you bring our drinks? She had a slightly puzzled look on her face but said sure, not a problem and then left.
At this point, I engaged him in conversation about different things and got on the subject of high school days. He began to tell me about his experiences with the girls especially virgins that he had enjoyed. I filed this away for future reference and remembered that he did have a thing for younger girls (of legal age) so thought I'd use this to play with him with. He told me that he hadn't had a "cherry" since he was in high school, they were hard to come by these days as girls were much more active. I told him that I could get him as many cherries as he could handle and of course, this got him going. About this time, the waitress returned with our drinks and the empty glass and asked if we were ready to order.
I said I'd have the prime rib, and when she turned to ask him, I quickly interrupted her and said that I would order for him. Knowing how humiliation was a big thing to him, he thoroughly enjoyed it in a perverse way, I knew what I would order for him. He’ll have a hot dog with ketchup and French fries from the children’s menu. I could see that she was having a difficult time keeping a straight face while she wrote down our order and he looked as though he wanted to melt into the floor. What fun I was having, but it was going to get better! Our waitress asked if there was anything else we would like and when I said no, that would do, she left to take our order to the kitchen.
His face was ashen by now and he had a very worried look. As he'd been to see me many times before, he knew what I was capable of. I told him, you were given a task to do which you failed miserably. It wasn't a difficult task, quite easy in fact. And you couldn't even do that right. So, you are to take the empty glass into the men's room and jack off into it and bring it back to the table. He cringed and said, but Mistress, it's only been half an hour, I don't think I can do it again that quickly. I said, tough. You will do as I have ordered. You will not return to the table without something in that glass and it had better not be water. Fill it with whatever you can. He knew what I meant, and off he went.
He returned to the table and sat the glass down but tried to cover it with the napkin. I said, the napkin goes on your lap, didn't your mother teach you any manners? He said he was afraid that the waitress would notice the goo in the glass (yes, he did manage it again). I said too bad. You should have thought of that when you left the gift in the motel room. So, he sat there squirming while I teased him about being such a slut that he would jack off into a glass in a restaurant.
Our waitress finally brought my dinner and fortunately for the slave, she didn't notice the glass with the cum in it. I did engage her in conversation about the man with me but pointedly ignored him, sort of talked over him like he wasn't there, which this girl was beginning to enjoy. She looked to be in her middle to late 20s and seemed to catch on to what I was doing which made it all the better. I told her that he was so pathetic, that I was his Mistress and he would do whatever I told him to. She laughed and said she didn't know anything about that kind of thing so I said that if she wanted to have some fun, just keep coming back to the table. Then I motioned her to come closer and when she leaned down, I whispered in her ear, low enough that cum slut couldn't hear. She giggled and then said yes, it wouldn't be a problem at all, and then she left the table. I could see that she was starting to get into the spirit of what was going on at our table and knew that she would be a willing accomplice in what I had in store for him.
His face was twenty shades of red by now, sitting there in his $1000 dollar suit and Rolex watch and I'm treating him pretty much like he doesn't exist. Oh, what fun! I began eating my delicious prime rib dinner while he sat there looking at his hot dog and French fries. It was particularly humiliating for him as the kiddies meal came with a paper place mat and crayons. Eat your hot dog, sissy. I don't want you to leave anything on that plate. He reluctantly picked the hot dog up and took a bite. Clean that plate, I said to him. If you do, I'll let you have dessert. If you don't, you’ll get something but it won’t be a sweet. He picked at the food on his plate and I could see that each bite was a real effort to swallow as he was so embarrassed at what was happening. He finally put his fork down and said that he couldn't eat another bite, everything was sticking in his throat. Anxiety I suppose?
I picked up a spoon, scooped some cum onto it and said, open your mouth, which he did. I slid the spoon into his mouth and he had this mortified look on his face which made me laugh. Eat it up, cum slut. This is your punishment for forgetting to bring the gift with you and also for not eating everything on your plate. You could have had a nice steak too if you'd kept your brains out of your pants.
So, I spoon fed him the cum while I had my meal (which I very much enjoyed) and laughed at his humiliation. I have to say it was probably one of the best meals I've ever had. I don't know if it was the food itself or the entertainment that added to it.
I finished my meal, drank my wine and we engaged in conversation about several things, and again, bringing up the subject of virgin cherries. I took my foot and put it in his crotch (we were sitting across from each other) and could feel how excited he was with what was taking place.
The waitress returned to our table and then handed me a small bag and asked if there was anything else we wanted and I said no, just bring the check. She put it on the table and he picked it up and looked at it. The waitress was still at the table waiting to take the check and credit card to be processed and I watched as he filled out the tip. I told him, let me look at that before you give it to her. He handed it to me and I saw where he had added $5.00 for the tip. I told him, that's deplorable. This nice lady has taken the time to wait on us, and this is all you think her time is worth? He looked horrified as she grinned and I said, now try again. He changed it to $10.00 and I said. That's it? She has brought you, a pathetic excuse for a man drinks and this is all you've given her? Try again! I kept at him until he finally gave her a $50.00 tip. (which was more than our bill)
I could see she was really enjoying this and I could tell that a few people sitting near us were listening in because I could hear them snickering. I told him, now, get down on the floor and show this fine young lady just how appreciative you are of her taking time to wait on us. I snapped my fingers and pointed to the floor and he immediately got down on the floor on his knees and kissed her shoe. She loved it! I said to him, now, get up off the floor which he did and sat back down. By now, he was so humiliated that I doubt he could tell you his name if you'd asked it. As a rule, I never do things in public that would offend other people, but it was very obvious that the people around us were enjoying the entertainment.
We got up to leave and as I walked towards the door, he had the audacity to step in front of me. I stopped, very shocked and said in a loud voice, excuse me, what do you think you're doing? Didn't I tell you that you were to NEVER step in front of me? What's wrong with you, don't you listen? Well, he immediately stepped back behind me with a very sheepish look on his face (which I found very satisfying) and then made my way to the door. I heard a man say to his friends, did you hear what she said to him? And they all laughed.
He opened the door for me and we got into the car. I asked him how he felt and he said he had never been so humiliated in all of his life. I took a look at his crotch and said, yes, that may be so, but I can tell that you loved it. You're such a pathetic slut.
We went back to the room, and I told him to strip again. While he was doing this, I brought up the subject of virgins, cherries, etc again. He was very enthusiastic about this subject and I reminded him that being a Mistress, I could pull things off that most people couldn't. When I said to him that I could get him all the cherries he could handle, he became quite excited again and I asked him if he would be willing to perform in front of me should I be able to supply a cherry virgin for him? He excitedly said YES!
So, I reached into my purse and took out the small bag the waitress had given me, opened it up and then took out a styrofoam cup full of maraschino cherries. I cut a small hole about the size of a quarter in the bottom of it and said ok, here you go, all the cherries you can handle. Fuck it, bitch. He took the cup, pushed his dick into the hole and fucked the cup while red juice went all over him and ran down his legs. It was a very good show and I laughed until I had tears running down my face. Once he had cum into the cup, I had him eat the cherries and cum.
By this time, it was quite late and time to head home. It was a night to remember and I'm sure he remembers it as well.
Call Me and have a story of your own to tell!
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