Sissy Exhibitionism and Pegging

Published by MasseurNaturel in the blog MasseurNaturel's blog. Views: 561

Sarah and David are very good friends of mine who love extreme exhibitionism and invited me round for an evening they had organised. When I arrived early evening David was already dressed smartly in a suit as he usually does, all ready to go out. Sarah is a slightly larger lady, very large breasts, and always wears very revealing tight dresses with heels and nothing else. When I arrived she was only wearing a bath robe, later for going out she had chosen a peach colour dress that would only just cover her bum and leave most of her breasts on show. I was to be dressed exactly as they wished, with Sarah dressing me and doing my make-up.

I was led to a bedroom and asked to undress and sit naked on a chair next to the dressing table. Sarah slipped out of her bath robe and sat naked facing me, sideways to the dressing table, with her legs wide open and as close to me as possible. On the dressing table was an assortment of make-up, which by the time she had finished I was wearing false nail painted bright red, dark eye make-up with thick eye-liner, bright red glitter lipstick, and a long blonde wig. All throughout my make-up session I'd had a lovely view of her naked body, but with my nails drying I hadn't been able to touch her.

I stood to allow her to dress me, as Sarah left the room to go and collect some clothes from another room. When she returned she only held a small pile of clothes, it looked like I wasn't to be wearing much, just I expected from our other nights out together. Sarah slipped on me a pair of pink sheer panties that about half covered my bum but were completely see through, gently caressing and stroking me as she did so, doing nothing to ease my erection and let my cock actually fit into the panties. She was open to being fondled as she dressed me, and I got my first chance to play with her luscious breasts. She fitted me with a pink bra filled with silicone padding to give the impression of very large breasts, a tight bright pink lycra stretch top to show off the fake breasts, a black pvc suspender belt with 6 straps, a 9" long black flowing wet look skater skirt that was not quite long enough to cover my bum and clearly showed off the suspender straps holding up a pair of black fishnet stockings. To complete the look she fitted me with 5" high stiletto patent court shoes.

The theme of the evening was simple and the same as always, I was to obey instructions and be used as requested. Once we were all ready, as Sarah walked towards the door, it was clear her dress was never going to stay covering her bum, as it had already ridden up an inch or two to show her off. As she turned around her breasts swayed as the dress did nothing to hold her in place, her cleavage fully on show, the dress barely covering her nipples leaving part of her areolas exposed. My pink panties were working hard to keep my cock in place by now.

David drove us quite a long way to a town centre and parked the car in a private parking area behind a members bar. My first thought was just how many people were out and about in the town, but as the members bar was our destination I didn't have far to walk. The whole purpose of the evening was for them to control me, to do exactly as they say, and they know from previous experience that I will always do whatever they have in mind to humiliate me as I have trusted them for many years never to do anything I am not comfortable with. As we walked into the foyer we were shown immediately upstairs to a private bar, although we were already attracting a lot of looks. I felt like the slut they wanted me to be, there to serve them for the evening. We walked through some double doors into a room full of leather sofas and armchairs, coffee tables, and a bar all along one side. It was busy, although no-one turned to look at us, and we walked to the bar.

At the far end of the bar was another couple, the lady wearing a fishnet top and denim hotpants that revealed far more of her bum than either me or Sarah. When she turned around I realised I recognised her and she recognised me, she subtly winked to me and in some way I found it comforting to realise that my friend Leanne, a prostitute, was being entertained by a gentleman. At least I wasn't the only one being used that evening.

As we walked to the bar Sarah's more than ample breasts bounced unsupported beside me and it was also evident David had no underwear on either. We stood at the bar and David ordered champagne, it was while it was being served I was subjected to my first embarrassment. Sarah whispered in my ear to put my hands on the bar in front of me, part my legs and keep looking straight ahead. I felt my skirt lifted up a little and Sarah's hand caressing me and playing with the elastic of my panties and my suspender belt straps. She then lowered my skirt and I was allowed to turn round and we were shown to a sofa and chairs by a waiter who also brought the champagne over. David had requested we sit in the far corner where there were some partitions to restrict peoples view, offering us some privacy from the main lounge although others in the same area would have a good view of us if they wanted to. I lounged on a sofa cuddled up to Sarah as David sat opposite in an armchair with a perfect view of the two of us.

Sarah's hands were on me as David watched, she ran her fingers up and down my body and I did exactly the same to her. We kissed as I fondled her breasts, the straps of her dress falling easily to fully expose them, as her hands ran up my thighs and under my skirt, lifting it to expose my panties as she stroked me. I tried to look to see if anyone else was watching, I could see Leanne with her gentleman and realised she wasn't wearing a bra under her fishnet top, there was also a group of four people probably two couples that could also see us, otherwise two pillars and a tall bookshelf full of old books blocked other peoples view.

A waitress brought over a tray full of shot glasses, far more than just one each, and placed them on our table. She glanced at me and Sarah, getting a full view of what we were up to, and simply smiled and said 'enjoy your evening'. After the waitress left, Sarah placed a shot glass between her breasts and I was instructed to stay sat down as she got up and leaned over me so she could pour it in my mouth. Surprisingly I got the full shot as she swung her breasts in my face, taking the glass away after I had drunk from it and smothering my face between her breasts. Another shot glass followed between her breasts and again I drunk from it, I was going to need plenty of alcohol tonight and I welcomed each one that was thrust in my face, downing 3 or 4 fairly quickly. The last shot Sarah swung her breasts over my face and poured it all over them, the alcohol dripping in my face at first then encouraging me to lick her breasts which I did whilst also playing with them. What I hadn't realised at this point that was all the while Sarah was leaned over me of course her dress has ridden up even more giving David sat opposite a full view of her pussy.

The games continued for an hour or so, first Sarah knelt on the sofa astride me so I could play with her pussy and her breasts whilst she stroked my cock through my panties. I was aware of the two couples enjoying our little show which went on for quite a while. At one point the waitress came over to serve more drinks whilst Sarah was giving me a blowjob, again she smiled and just said something like 'looks fun'. With my panties slipped to one side and my skirt now removed, eventually Sarah sat on my lap, lowering her body and sliding my cock inside her pussy as she did so. Loving sex followed, no thrusting, just Sarah sat still on my lap constantly tightening her muscles and relaxing until she orgasmed.

As Sarah slipped my panties back over my cock and put my skirt back on for me, David was busy on his phone, first what looked like texting, then taking a call. We relaxed with drinks for a few minutes before he indicated to Sarah it was time for her and me to go and use the rest rooms, passing her a small bag as we left. This involved me and Sarah walking past the two couples near us, then along the bar all the way to the far end of the lounge. As we walked our stiletto heels clattered on the hardwood flooring like an alarm going off to get everybody's attention, which it did as we felt eyes looking at us all the while we walked. It didn't really matter who they were looking at, but with Sarah's breasts swaying as her dress did nothing to hold her in place, and it didn't quite cover her bum either, I guessed most men’s eyes would be on her. There were also quite a few ladies in the lounge, not as many as there were men, and I wondered who they were looking at.

In the rest rooms Sarah slipped off my tight pink top and black wet look mini skirt. From the bag she took a pastel pink baby doll dress and helped me into it. It was tight over my fake breasts, and then the rest of the dress just flowed from under my breasts with several layers of completely sheer material, so the overall effect wasn't quite so see through. Like the skirt I wore previously, it was too short, and this time I realised my sheer pink panties were probably showing a little at the front too. It would certainly sway a lot as I walked and probably reveal a lot more than I could see in a full length mirror I was standing in front of in the rest room. As I looked at myself I wondered if the dress really did pass as a dress or was it just lingerie. As Sarah was fastening the dress at my back I could feel her hands on me, and realised it was only tied high up on my back. Sarah slowly ran her fingers around the hem of the dress, starting off high up my thighs as her fingernails slowly rose up over my bum and then up my spine. The dress was backless with a split straight up the middle and although I couldn't see in the mirror I realised most of my bum must be on show.

Sarah changed too, slipping out of the peach dress easily, and slipping on a tight fitting semi sheer little black dress with cut-outs all the way up each side. It was tightest around her large breasts and her nipples were quite obvious through the material, with the sides of her breasts on show from the highest cut-out. She re-did her own make-up, and then did mine, and placing our clothes back in the bag we walked back through the lounge alongside the bar. I could sense people were looking but we walked confidently back to David who had been joined by another couple. He introduced them as Will and Marie, who both greeted Sarah before turning to me. Will shook my handed and greeted me with 'a pleasure to meet you', then Marie greeted me by hugging me, a kiss full on the lips that intentionally lingered far too long as she pressed her body against mine.

Will and Marie sat on a sofa next to ours so they could see David sat to their right and me and Sarah to their left. As soon as we sat back down Sarah immediately started fondling me openly in front of everyone, so I did the same to Sarah. David had clearly ordered more champagne which the same waitress brought over, placing the ice bucket and glasses on the table and introducing herself as our waitress to Will and Marie. As she turned to leave she looked at me and Sarah and simply said 'nice'. I got to know Will and Marie as we chatted and drank, Will looked smart just like David in a suit, Marie in a cocktail dress showing off large breasts and deep cleavage without revealing as much as Sarah's dress had previously. After a while David asked if me and Sarah would excuse him whilst he had a private chat with Will and Marie, a cue for Sarah to escort me to the bar. We only walked the shortest distance possible to the nearest end of the bar, and I didn't turn around to see how many people were watching, but I was well aware of my bum on show barely covered by any material, probably the suspender straps were covering more than the dress was.

After about 5 minutes a couple came over and tried to chat us up, which would have been fun if it wasn't for our evening already being planned. We simply said we were taken for tonight but they left us their phone number should we be interested for another night. Whilst they were very polite and decent I really did feel like I was a prostitute just taking a booking for another night. They were still with us when David came over and invited us back, I could sense them ogling us as we walked away, checking where we were going.

As we came back Will and Marie were just off to the rest rooms. David indicated to Sarah that all was well and Will and Marie would be back shortly. He then turned around and partially drew a curtain between the two pillars to make the area more private. I had seen the pillars and the curtains before but had assumed they were just for decoration, now I realised they were functional I realised they had been left undrawn deliberately to give the two couples a clear view as well as anyone else in the area. He could have drawn them fully but instead left a gap so that only the two couples could see us, albeit with a slightly restricted view. I was stood cuddling Sarah, grinding a little against her, as she lowered her hands down my body and lifted my dress. She gently held both sides of my panties and as she bent down she lowered my panties until they were on the floor. I stepped out of them and with her face right in front of my cock she started to suck me whilst cupping my balls. With me fully erect yet again she stood up and stepped to one side giving the two couples a full frontal view of me. Whilst they had already seen everything before this was deliberate and blatant.

With Sarah stood behind me she whispered in my ear to go and ask the two ladies from the two couples to come and join us. As she whispered she was also gently pushing me towards the curtain. With my erection clearly on show I pulled back the curtain a little and facing the two ladies I smiled and asked them if they would like to join us. Immediately Sarah asked the two gentlemen if they would like to join us. After a quick discussion they agreed and as I held out a hand to help the ladies up from their sofa and escort them to our table, Sarah held the curtain to one side for the two men. David assisted by gathering their drinks and bringing them to our table, pulling the curtain closed behind him. We introduced ourselves to the two couples, I shook hands with the two men and embraced the two ladies, one of them being very gentle not to push against me erection, the other thrusting herself into me.

There was enough seating for everyone to sit down, although the two men chose to stand, as did me and Sarah who stood in the middle kissing cuddling and fondling each other. Even though I wasn't naked I felt like I was with my erect cock and bum clearly on show. I placed my hands on the hem of Sarah's dress and slid it up over her hips. She raised her arms in the air clearly assuming I was taking her dress off completely, so I thought why not, and soon Sarah was stood cuddling me completely naked except for her high heels.

When Will and Marie returned they had clearly expected the current situation of our new guests joining us. They briefly introduced themselves to our new guests and as Will sat down next to David then Marie came over to embrace me and Sarah. In some ways I was a little surprised she was still wearing the same cocktail dress, although she did look amazing in it. As Sarah thrust her body into mine, tucking my cock between her legs so it was brushing against her pussy I felt Marie parting my dress behind me and playing with my bum. She slipped her fingers down to caress my balls before deliberately running her fingers over my bum pressing them against my hole. She played for a short while, teasingly almost slipping a finger inside then not doing so before she ran her fingers up my back to play with the fastenings of my dress. Before I knew it she had undone it and my dress had fallen to the floor leaving me standing there in a heavily padded bra, suspender belt, stockings and heels, nothing else.

Sarah instructed me to keep looking at her, which was easy as we were snogging and grinding together, our hands all over each other. I glanced at the two men who were clearly enjoying the view of Sarah's naked body, and then I glanced at the two ladies sat on the sofa who had the biggest smiles possible. One sat cross-legged but the one who had pressed her body against mine had clearly raised her skirt a little as I could see her stocking tops and her legs were definitely parted a little. The next thing I knew Marie was caressing my back again, running her fingers up and down my back and over my bum. Then she leaned into me and put her head over my shoulder and gently kissed my neck, cheek and ear. As she did so I felt her naked breasts pressing into my back soon followed by her entire body up against mine with what was obviously a strap-on dildo pressing against my bum. I reached behind me and ran my hands up Marie's legs, it was obvious she was naked too except for the strap-on.

I turned to face Marie and we snogged as Sarah groped me from behind, everyone watching was getting a full view. As we did so our waitress returned, David had ordered more champagne, she excused herself as she slid back the curtain and didn't seem shocked at all by what she saw. In fact instead of leaving the drinks she asked David if he would like her to pour and serve drinks. He agreed and she poured champagne for everyone and handed glasses to the two ladies, the two men, then to Will and David. Sarah, Marie and me had stopped cuddling and she offered Sarah and Marie a glass, looking straight at two completely naked ladies she simply said 'wow, lucky guy'. Then she took a glass and looked at me, clearly looking down at my cock first before handing me the glass. The fact I was fully exposed and also dressed in lingerie didn't seem to matter, still smiling she said 'and wow, lucky ladies'. As she walked towards the curtain she turned to look back, and asked David if that would be all. He said yes, and just as she turned to leave she said 'I'll leave you all to it' before cheekily adding 'if only I wasn't working'. With that she was walked away drawing the curtain closed behind her.

Marie bent down in front of me and pulled down on my cock dipping it in her champagne glass then licking the champagne from my cock. Soon Sarah had joined her and did the same. To my surprise both of the ladies got up from the sofa and then also did exactly the same. As Sarah told them they could both borrow me for a while, Sarah and Marie approached the two husbands. Soon each had a naked lady to cuddle as Sarah and Marie grinded against them as Will and David watched. I had two ladies, one bending right down and cupping my balls with one hand, stroking me with the other as she sucked me, the other lady kissing and cuddling me and with one hand reaching down as it felt like she competed with her friend to stroke my cock. As the first lady stood up she simply said 'your turn' and they swapped what they were doing.

I had no idea this had been going on for when David stood up and tapped his glass and announced we should have a toast. More champagne glasses were offered around, by this time I was feeling more than a little drunk. 'Ladies and Gentlemen' he announced, 'time for the main show I think' he added, 'please raise your glasses for our three sluts'. I drank the champagne more than a little bemused, I had no idea there was to be a main show although I could easily guess where that strap-on was going, and also a little amused as both David and Sarah usually call me their slutty whore.

With the sofa cleared and everyone gathered around, I was asked to lay on my back. It was a large very soft sofa I really sank into, so felt very comfortable. First Sarah climbed on top of me facing away from me, shuffling her body back until her pussy was over my face, lowering herself so we could 69 together. I also felt some hands on me and assumed Sarah had hands on her too, especially as she was on top and more exposed. It was slow gentle oral sex, Sarah deliberately raising her head up several times to show off my cock as I felt more than just her hands on me before lowering her mouth back down to suck me. Her pussy was getting wetter and wetter until I felt a warm flow trickling down over my face as she orgasmed.

Next she shuffled forward on my body still facing away from me until she was sat on my tummy. She grabbed my legs and pulled them towards her, exposing my bum. Keeping hold of my legs I could feel hands on me, presumably Marie's, and then the feel of her strap-on dildo pressing against my bum. With Sarah supporting Marie she slowly and carefully slid the dildo into my bum until it was all the way deep inside. Next Sarah held my cock and with the support of David and Will she lowered her body onto my cock slipping it deep inside her pussy and she and Marie kissed and cuddled each other. It felt so good to have my cock deep inside Sarah with Marie deep inside my bum. The only downside for me was I could only see Sarah's back and couldn't see Marie at all.

Everyone seemed to be gathered round looking at Sarah and Marie snogging each other as they both fucked me. I could tell from comments that everyone had a good view of Sarah's pussy with my cock deep inside, my balls, and the strap-on dildo in my bum. Gradually both Sarah and Marie started to build up a rhythm as Marie fucked my bum harder and Sarah grinded and thrust up and down on my cock. As Marie started to thrust hard in my bum I could feel her, or at least I presumed it was her, tugging at my suspenders and stocking tops and ripping my stockings. My hands were on Sarah's back just because that was the easiest place to put them.

One of the ladies was stood nearest watching and I reached out and ran my hand up her leg. To my surprise she turned towards me and bent down, doing nothing as I ran my hand over her stocking tops. For some reason she apologised for ignoring me saying was enjoying the view of us fucking. I replied it was fine and she could watch all she wanted. Her hands caressed my face and she started kissing me, seeming to lose interest in watching and doing nothing to stop my hands lifting up her skirt. My focus of attention was now on this lady bent over kissing me. I unfastened the side of her skirt and was surprised that was the only fastening as it fell to the floor. As she carried on kissing me I decided just to carry on and see how far she would go. I unbuttoned her blouse and she was more than obliging to slip it off her arms and throw it to one side. There she was now leaned over me in just her bra, panties, hold-up stockings and heels kissing me. Both the bra and panties were see through, her nipples hard, and a small triangle of thick dark pubes visible through her panties. I caressed her breasts through her bra before reaching down between her legs and slipping my hand inside her panties and fondling her pussy. She slipped her hand inside her panties too, on top of mine, pushing my fingers into her pussy. She was very wet already and it didn't take long for her to cum.

By now I was close to orgasm too and Sarah could feel it. We've had sex often enough for her to know when I'm going to cum and at exactly the right moment she lifted herself off me and grabbed the base of my cock. I was throbbing in her hand as she gently squeezed and I immediately started gushing cum. It felt like I couldn't stop such was the build up of sexual excitement as I felt myself shooting more and more cum. From the comments from everyone apparently I had squirted mostly over Sarah's breasts and straight up into Marie's face too. As I felt myself squirt more cum Marie exclaimed 'oh God it's all over my tits too'. Marie stopped thrusting at this point and Sarah slipped me back inside her pussy as the two of them seemed to concentrate on licking my cum from each other’s body.

As everyone started to relax a little Sarah got off me first and them Marie slipped the dildo out of my bum as Sarah helped me up. We all stood and started kissing and cuddling, the lady in her lingerie joining in too. Marie took off the strap-on dildo and grabbed me by the hands pulling me to one side. She turned around and bent down placing her hands on an armchair and spreading her legs. It was obvious what she wanted and I slipped my cock inside her pussy. Crudely she said 'Fuck me hard you fucking sissy girl slut' and I did so, slamming my cock deep inside her with every thrust. She was absolutely drenched and it didn't take long for her to orgasm, I kept fucking her as she continued to cum, until she couldn't take it anymore.

When I looked up I realised at least one of the men had been wanking, possibly aided by someone else, as he was doing up his trousers again. I helped Marie to stand up and she turned around flinging her arms around me and holding me tight. 'You are one fucking dirty whore aren't you' she said as she thrust her naked body against mine, tucking my cock between her legs. I put my arms round her placing my hands on her bum and pulled her close to me. 'Stand still' she said, as if I had any choice, as she started kissing me. 'Dirty whores deserve dirty punishments' she added, and I wondered what would happen next. She continued to kiss me for a while then reached down and grabbed my stockings ripping them even more. Then her hands were on my bum pulling me as close as possible and I felt a warm trickle starting run down my legs. She squeezed my bum tight as the trickle became steady warm flow of pee running all over my cock and down my legs.

As she stepped away Sarah was already dressed again in the cut-out dress. 'You ok?' she whispered to me as she helped me back on with the babydoll dress. I was fine and I asked her too, she was very happy, and added that last bit with the pee wasn't meant to happen, not that I minded as well she knew for we sometimes have pee fun together too. The men had gone to get cleaning things to clean up the mess as we all got dressed and ready to leave. When we were ready we checked we had got everything then withdrew the curtain and stepped out back into the lounge. There were other people at the table now where our new friends had been, I'm sure they would have heard everything going on. They certainly looked at us as if they did, and the look was a little disapproving from one of them. I noticed Leanne had gone, presumably back to her gentleman friend’s house to earn some money.

Time to brave it and go I thought. I was passed caring too much what people thought, the babydoll dress didn't cover much and my stockings were ripped and drenched in pee, and I had pee in my shoes too. We all walked confidently out of the lounge and to the rest rooms. I took off the ripped and pee soaked stockings and binned them, and cleaned up my shoes. I took off the suspender belt too and the straps were holding anything up any more, and just carried it. When we were ready Sarah, Marie and me went down the stairs to meet the men in the foyer. It was very busy now, as was the downstairs bar, and plenty of people saw us, even more when we walked straight out of the door into the busy street. Goodbyes were said, along with a check everyone had exchanged phone numbers as necessary. Back in the car and home after a naughty evening out.
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