Stayed recently in a nice hotel and after work was feeling a little horny so wore black lace top stockings, 8 strap white sispender belt and black panties under my normal mans clothes while having dinner in the restaurant and after for a few drinks in the bar. Started chatting to a middle aged guy and we seemed to get on well. He got some more drinks and sat next to me on a bench seat and moved his leg close to me and then pushed it against my leg. I didn't move my leg, just pushed gently back. We finished those drinks and I just asked if he would like another here or in my room, we agreed, in my room. I asked him to give me 20mins before coming up to my room. During that 20mins I took off my mans clothes and dressed up fully in a dark red dress, black bra with inserts, wig, make up and shoes and waited for him to arrive. I also turned all the room lighting down as low as I could get it. When he arrived I opened the door and he just looked so surprised but with a very nice smile at what he saw. We finished our drinks and then had a wonderful sex session, lots of kissing, sucking, stroking, wanking ending with me fucking him. Mmmmmm a really enjoyable night

Driving back from N Yorks, via the Peak District between Christmas and New Year, on my own. Got quite late so pulled into a lay by on the A35, S of Buxton for a few hours rest. Got out and was getting some fresh air when a truck driver, parked in the lay by started chatting and asked if i wanted some coffee, so I got into his cab. Big rig with bed in the back. We chatted and then started watching some dvd's when he put on some straight sexy ones followed by some MMF Bi stuff. He asked if I was OK with the BI stuff and after I said yes he asked if I wa sOK with gay dvd's, said yes. We watched some of them and then he put on a Cross Dressing one and again asked if i was OK with it. Told him I often dress, so he slipped his trousers down revealling stockings, suspender belt and panties.
We then spent a good couple of hours playing and watching dvd's. Very nice hard cock and very, very good O levels.

I met someone after chatting to them in the Chat Room and we had a wonderful time.

His place was a really nice, secluded house, set well back from and road with a very big garned that backed onto a nice stretch of river. Not only was it secluded but he had a really large consevatory that while we were able to se all the garden it was well hidden from any outside view point.

I arrived with nice underwear beneath my normal man attire: stockings, suspender belt and panties, Once there I changed fully in one of the bed rooms, putting on a nice lacy bra with incerts, skirt, blouse, shoes, wig and make up. By the time I came out fully dressed, he had changed into basque, stockings, panties, a nice flowery dress, wig, make up and shoes. Wer both took tea, sitting on the outside patio and spent time wandering around the garden enjoying some fine weather and generally just chatting. We did see some fishermen on the far bank walking past and they called, "hello", to which we responded. I know they had no idea that we were cross dressers, they just though we were two women in the garden.

We then retired to the conservatory and pulled down a sofa bed and had a fantastic time playing with each other, kissing, touching, stroking, sucking and wanking. We didn't remove much in the way of clothing, just panties and during that time we say several other fishermen walk past way down the bottom of the garden on the far side of the river which just highlightened the whole experience. It was a superb sexy session that resulted in both of us being well spent befoe we straightened ourseleves out and went back into the garden for some more tea.

Had a workman come around yesterday to fix my washing machine. Young lad about 22ish, good looking and slim. The machine had packed up with a load of washing still inside, so when he managed to open it I was able to take the washing out for him to then fix the machine. I hung the washing on an airer (it had completed it's wash) and he commented on the sexy undies that were in the wash (stockings, suspender belt (6 strap), panties, bra) and said that my wife had nice undies. I explained that they were not my wifes, but mine. He just commented that he thought they would look sensational on me, I replied that if he wanted to see, he would have to come back in the evening after they were dry and I could wear them for him.
He called back just after 8pm and I was dressed in the underwear and a shortish pleated skirt, blouse, wig, make up and shoes. We had a few drinks togehter and then had the most wonderful sex session that left us both quite exhausted, with him promising to call in again very soon, wow, I hope he does as he wants to dress as well next time and said he will buy some sexy undies and womens clothes for the meet.

My friend came around last Tuesday evening, with sexy underwear under his mans things. He finished dressing in the spare room as I was already fully dressed up. I had black seamed stockings, matching set of black and cream panties, bra and suspender belt, mid thigh length skirt, blouse, wig make up and shoes. My friend had a red basque, panties and red stockings, red dress, wig, make up and shoes. Over the next 2 hours we had a fantastic time, playing and underssing and good, sexy fun. MMmmmmmm what an evening.

Working nights last week, wearing stockings, suspenders and panties under my normal work clothes again. Had an agency guy working with me as normal lad sick. He was about mid 20s and good looking. Evident as the night went on with chat that he was either bi or gay. Asked me if I wanted to go to his flat after work for some fun, so I did. He dressed up fully and looked fantastic, we had a good hour long session of fun and sex. He did not dissapoint, a lovely cock, 9in and very thick....mmmmmmm

Just home from work, went to London today for a meeting, had a pair of black 10 denier, lace top stockings on with waspie suspender belt and small, see through, sheer panties that matched the suspender belt under my suit. Meeting finished just before lunch so walked through Soho on the way back to the station. Went into a gay cinema to watch a film beofre my train home. I sat in the next to back row on my own and settled to watch the movie. Two guys were playing with each other in the row behind, with one sucking the other. After a while a guy came and sat next to me and then started to stroke my thigh. As I didn't stop him he moved on to my crotch. I let him unzip me and as he slid his hand inside he found my suspenders and stocking tops with my panties. He withdrew his hand and unzipped himself, took his cock out and then slid his hand back inside my trousers and started to play with my cock throuhg the panties. I stroked his cock and then wanked it, sadly he came very quickly and left, leaving me rather frustrated. All I could do was watch the end of the film and then go for my train, sometimes life is not that fair!! I think I know what I must do tonight in bed!!!

Years ago, went to a party with the wife, a really fancy affair, based on lots of themes. In a big house near Sheffield, Yorks. When we got there, couples were separated and taken into different dressing rooms where the men were dressed up as women and the girls dressed as men.The party had a uniform theme to it and all the guests were put into groups and dressed accordingly. I was put into a wedding group, where the men picked lots which resulted in one being the bride, one being the matron of honour and 3 being bridesmaids. In another room, one girl was dressed as the groom, one as the best man and three as ushers. As the men and girls were chosen at random you had no idea who was who when dressed. I had no idea what my wife was dressed in and to which room she had gone. There were several rooms then set out for fantasy play, a wedding reception (my room), a German beer fest (men dressed in german bar maid costume and girls in lederhosen) , a school classroom (men as schoolgirls, girls as boys or the teacher), a cafe (men as maids, girls as customers), a chapel (men as nuns, girls as vicars), hospital ward (men as nurses, girls as doctors/parients). All the men were wearing sexy girlie underwear under their new clothes and all the girls were wearing strap ons under their mens clothes. Each room then went to "play". At one point I was sat at a dining table and some one went under the table and lifted my bridesmaids dress and started to suck my cock. Later, as a bridesmaid, one of the ushers fucked me and then I returned the compliment. After playing in our own rooms for a good hour or so, we were allowed to go and wander around the other rooms. I saw my wife, dressed in a mans suit, with the trousers and underpants down, bending over the arm of a couch with a German beer maid with her skirt pulled up, fucking her. I remember fucking a sexy nun (guy) and having my cock sucked and wanked by a school boy (grl). My wife was fucked 4 times and thinks she sucked off 3 guys and tongued 2 girls.She was also fucked by 2 strap ons and fucked 2 girls with her strap on.It really was a great night, we both went home very exhaused and used.

I had my first experience with my cousin. He was 3 years older than me and I was staying at my Aunts for a week during school holidays... I was 12. He shared a bedroom with his older brother but as he was away that week, I stayed in the room for the week. On the next to last night, he slipped into my bed in the early hours and told my to keep really quiet as he didn't want anyone else in the house to wake up. He pulled my pj pants down and slowly stroked my cock, I had never been touched there before and I went immediately hard. While playing with my cock he stroked his own until he spurted cum all over my cock. He then pulled my pj's back up and slipped back to his bed. The following night, as we were getting ready for bed he gave me a pair of his mums panties, all lace and sheer nylon and told me to put them on. Later when everyone was asleep, he slipped back into my bed and stroked my cock through the panties until I came for the first time. He then turned me over and started to rub the length of his cock up and down my bum until he shot his load all over the panties. I took the panties home with me the next day and wore them on many nights in my bed to wank in.

I had been wearing my sisters underwear and clothes for a few years without anyone knowing. I really wanted to dress for someone else but had never had the opportunity. I used to help our next door neighbour with his garden. He was a widow and had a huge garden and house and he often asked me to help him. After helping him one day we were in the kitchen having a drink when he asked if he could wank me. I let him but came very quickly as it was the first time I ahd let a man touch me. Over several months after I often went to help him and let him stroke and wank me.
One weekend my parents and my sister went away to see some friends and I was left at home. I decieded that this would be my opportunity to dress up. So I slipped into my sisters stockings, suspender belt, panties and bra. Wore her school uniform and got a wig from my mums room (she was into am dram and had lots of wigs etc). I carefully put on make up and jewellery and then went next door. The look of total surprise was fantastic. We chatted, had a drink and then we went upstairs to his bedroom where he sucked my cock and played with me for ages. I got to touch his cock for the first time and sucked him off then he put on some videos which got him hard again and then he very slowly and very gently took off my panties and fucked me. When he had finished he got me to fuck him with me still fully dressed except for my panties. I stayed the whole night and we both fucked again the following morning before I went home and carefully put all the clothes bakk.