I took her sweet ass from behind, making her cock hard again. Though we already had many crossdresser stories behind us, this night was special because she finally fulfilled my wish: she wore red night gown, looking more like a woman than any woman I’ve met. I almost tore it from her, wishing ... read more
Myself being a fulltime crossdresser and wear mini skirt and dresses all the time an high heels. A few weeks ago some new people move in across the street from me to be extact it was a woman and her 18 yr son.I talked to her few times and she was very nice and in our talks asked her if it bother he... read more
Here are the usual disclaimers this story is for adults only if you are viewing this and are not 18 years of age or older please close this page immediately. There is no crossdressing in the story but this is how I began my transformation from regular boy into cock sucking teenage crossdresser.... read more
A couple of months ago, I was contacted by a crossdresser here at Xhamster. She has asked me not to reveal her identity. We arranged to meet one night at a motel near the Pittsburgh International Airport. I arrived at the agreed time, but when I knocked on her door she told me she wasn't ready ye... read more
Hi friends, I hope you liked my earlier stories. This is my new story about a lady boy / crossdresser / sissy boy. Around 2 years back I came across a profile on Planet Romeo with name Nightgirl. I sent her message that i found her sexy and attracted to her and wanna meet her. I am alway... read more
Ich lag also auf dem Hotelbett, genoß es die eben erlebten Orgasmen noch in meinem Körper zu fühlen und meinen Saft auf meinem Bauch zu spüren. Dabei dachte ich zurück an die Zeit wie ich mich zuerst zum Crossdresser und dann zur Transe entwickelt habe. Heute lebe und fühle ich mich als Frau auch we... read more
At first, I was just a straight and ordinary boy who was into sexy lingerie, stockings and heels. But one day, I suddenly thought that I wanted to try on my mom's panties, stockings, and high heels. So I did it. It was so excited and I started to get addicted to cross-dressing. Before dres... read more
Malcolm was a middle manager in a small business in a large city. Malcolm led a pretty boring life; he in his forties, single, devoted to his work, he liked to keep himself fit, all of his family lived interstate except for his older sister who lived nearby, and he led a quiet social life. Malcolm h... read more
All girls want breasts - a lifestyle Sissygurl and her boobs. Let’s start with saying a Sissygurls tits are important to her. Whether you call them breasts or tits it is the same thing. For all women, her breasts are a very important and visible sign of her ‘womanhood’ and regarded as a key a... read more
Paula and Girlfriend in the woods My ex gf used to have me dress up, go for a drive in the car, maybe to a truck stop or to the local woods. The 1st time she did it she had me dress up in sexy red lingerie, parked up near a local woods where people go to walk their dogs etc. She had me get out... read more
Jason was apprehensive about starting college, as any freshman would be. His high school girlfriend, Becky, whom he loved dearly, was going to a different college on the opposite side of the country. They had to promised to stay together but Jason was worried; there would be a lot of temptation for ... read more
Following my experience with Gloria I hooked up with some other shemales. The experiences were good, but nothing worth writing about...that is until I met Andrea. While on one of my typical business trips I visited a local drag club a few towns over. It was a very clean place and since it was a Frid... read more
Devon, it turned out, was a complete gentleman. The accent i couldn’t place was a hybred of south London in the UK and the Caribbean. He’d been in the states for a few years after being spotted as a student, modelling for some extra cash. He’d greeted me on the veranda like an old friend, a hug an... read more
I really like porn cinemas, there is a certain seediness and sleaziness about them that makes them alluring to me. My problem is that living as I do in the south of the UK, there are no porn cinemas anywhere near me. Fortunately, I travel in my job quite a bit and so can get to cinemas in Birmingham... read more
If you read my previous story, “First time with a man”, I gave my first blowjob. What I didn’t mention at the time, was that I was on my way to work about 2pm in the afternoon, (I worked the swing shift). That afternoon meet up was just to see each other, talk and maybe meet again later. But my e... read more
Wife went away on holiday so it was time to change into my alter ego Kirsty. I put an Ad on Fabguys and within minutes I was getting guys wanting to come and fuck me. This was the second time this year I had been on Fabguys looking for stranger sex and so far I have been fucked 31 times within a t... read more
I was told by a cute guy today they would love to cum in a pair of my strappy heels............this was my answer to him. (I hope you enjoy what happened in what could have been unfortunate circumstances) Actually a person did. I had picked him up from the Lincoln University area and we went off ... read more
I was told by a cute guy today they would love to cum in a pair of my strappy heels............this was my answer to him. (I hope you enjoy what happened in what could have been unfortunate circumstances) Actually a person did. I had picked him up from the Lincoln University area and we went off ... read more
Tyler was as nervous as anyone could be. Hazel eyes darted for the door as silky black stockings slid up smooth white legs to meet garter straps attached near lacy white panties. Next came the bra, straps catching on skin slightly sticky with perspiration. Heart pounding as the black pencil skirt gl... read more
Tom Didn’t Get A Choice This was Tom and I’s first date. We had met online, so he already knew that I was a very femme sissy crossdresser. Tom eventually asked me on a date. I happily said yes, knowing that I turned him on a great deal. On the evening of our date I wore a black dress that wa... read more
