The next morning I woke with a pleasing memory of the previous evening. The thoughts of being played with whilst dressed as a girl were amazing and now a new day had dawned with the promise of more adventure. I got up and showered and douched in case things advanced this evening. I hadn’t heard from him yet, but I thought I’d go to breakfast in nylons and another skimpy pair of panties under my male clothes. Just as I was...

Part 4 It had been several weeks since I'd been expertly fucked by Steven, my friend and I kept up our regular meetings although I desperately wanted another night with him, especially after what he did to me, and remembering how dominant he was which I really liked . Then the golden opportunity presented itself. My friend had got a job in London and a leaving party was organised, he told me Steven would be there, for a m...

Although this happened a long time ago I'll never forget my first experience so I'll write this as best as I can remember, I hope it invokes memories of your first experiences. This happened unexpectedly when after a night out on the town with my long time friend I crashed at his place. I'd sort of known for a while he might have gay feelings, I wasn't sure if he knew that I liked wearing women's clothes but I guess somet...

Part 2 After that incredible night with my friend, I tried to process it all in my head. I wasn't gay? I had a girlfriend and enjoyed sex with her but also enjoyed what I did that night with my friend. For a couple of days I avoided my friend, mainly out of embarrassment but that didn't last long as he had sensed this and suggested we meet to clear the air so to speak down the local coffee shop. Invitation accepted I made...

Although this happened a long time ago I'll never forget my first experience so I'll write this as best as I can remember, I hope it invokes memories of your first experiences. This happened unexpectedly when after a night out on the town with my long time friend I crashed at his place. I'd sort of known for a while he might have gay feelings, I wasn't sure if he knew that I liked wearing women's clothes but I guess somet...

After that unexpected night with my friend, and what we did, I tried to process it all in my mind. I wasn't gay? I had a girlfriend and enjoyed sex with her but also enjoyed what I did that night with my friend. For a couple of days I avoided my friend, mainly out of embarrassment but that didn't last long as he had sensed this and suggested we meet to clear the air so to speak down the local coffee shop. Invitation accep...

After that explosive meeting with Paul, I was lost within myself, reliving that moment in my head where he made me shoot my spunk literally everywhere , I tried edging myself but never came close to how Paul had expertly wanked me off, I knew I wanted more and it was becoming increasingly clear I was a sissy slut that needed sex as a submissive, not that person who accidentally inseminated his friend that first time a few...

So, my first gang bang behind me and my friend now down in London I was really at a loose end, Steven kept in touch via text messaging but no physical meets which I really needed, then out of the blue I got a call from the guy who so expertly wanked me off that night asking how I was and the possibility of me going round to his for some fun, apparently he had asked Steven for my number as he was still impressed at how he'...

I'm wearing my polka dot dress, stockings, suspenders, boots. Tidying the house and general day to day stuff. I hear a knock at the door, so go to answer it. The man at the door is broad shouldered, maybe 6ft, jeans, long coat to his knees, looking down (as you do), I see his meaty cock already out and proud, leaking precum and hidden by his coat. He pushes passed me and walks in. Closing the door, I turn and face him. He...

After that momentous and memorable night, my friend and I met up for a session of me being sissified for his, and now my, pleasure on a regular basis. By now my then girlfriend had moved away to university so I had ample free time to be Christine and made the most of it, much to the encouragement of my friend who now had unlimited access to me. I got the text late Thursday asking if I could come over Friday as he had a su...

Summer. On my knees the garden, wearing white blouse, backless leather skirt, no underwear, stockings, and thighboots. Busy weeding, arse bare to the sun with the skirt having no back of course. I hear footsteps approaching but continue working. The steps stop behind me. I hear a zip being undone. Warm fluid splashes up my back, running over my arse and down my legs, soaking me thoroughly. Once he's finished, he kneels do...

This is not a story as such. It is a message request I received from a lady from this site who is part of a couple. Ever since I received it, it has become my biggest fantasy. I had been on a different swinging website for a few months and found the experience frustrating. It’s difficult to find a female to play with as a heterosexual transvestite/crossdresser (as I am sure many of you will know). One morning I logged in...

My friend says "this is 'Jack', a workmate. Told me he fancied trying some MMM fun and it's your birthday soon. 2 birds, 1 stone". Jack looks at me and said "You never told me he was a xdresser". Mate replied "I just found out". Jack undressed, he had a 'Ross Kemp' vibe, his already hard cock was about 5in but quite thick. He gets behind me and starts sliding his cock up and down between my arse cheeks as he pours lube. T...

After a busy few days working London it came to Thursday evening and was due to go home the next day. I had brought with me some white lingerie, short dress, bra and sexy underwear and had booked a hotel close to a local TV friendly. So showered and dressed with make up, wig and skirt ventured out. Fortunately I had arranged to meet up with some friends online and got chatting and drinking which was great fun. After sever...

Tanya opened the door dressed in a white short cropped top, with a 60's rockabily skirt on with tan stockings and black high heeled shoes. Her red lipstick looked lush and inviting as she smiled a heavenly wide smile at me. 'Hello my darling girl' She said and let me inside. I was tongue tied as she looked like an angel just waiting to fall into sin. 'What we doing today mom?' i asked in my best female voice. 'Today your...