It’s a 4-blowjob night for this sissy boy

After pizza by candlelight, he calls me over to sit on his lap. I settle my pantied bottom across his thighs and put my arms around the back of his big neck. We talk and kiss, doing less and less of the former, until we’re doing almost exclusively the latter. Meanwhile his hands have found […]

Meeting a girl and ending up sucking cock and getting fucked in the ass

I went shopping and met a check out “girl” that was very attractive. She had long blonde hair, a deep voice, was very tall and was wearing a low cut blouse that showed off the cleavage of her ample breast. I asked when she got off and if she had plans for the evening. She […]

A story about crossdressing – his is the beginning of a series of episodes about poor Charles who ultimately loses all his male attributes

It all began with a letter Charles received on Friday after being home ill for a week with an undiagnosed lower abdominal disturbance. I had a nice chat with your wife Paula, the other day. We both agreed that you need a new direction in your life to help you stop playing this silly role-swapping […]

A man plays around with cross-dressing because his pretty sister-in-law persuades him

“Well you know why Lisa dropped Paul?” It was my sister-in-law, Susan offering me a tidbit from my wife, Lisa’s past. The three of us were eating dinner one evening and we had had a few beers. “Susan!” Lisa said it almost as a whine. She looked alarmed. Naturally I was intrigued. “Paul wanted to […]

One of our male authors tries out cross-dressing and water-sports for the first time

Today something happened that I have always wanted for twenty years. A good friend from the Internet had provided me with a true gift of friendship. She had spent some time looking for the exact thing I wanted, then bought it, tried it, used it herself, and finally mailed it over the ocean to me. […]

My wife finally caught on to my panty fetish and won’t have sex with me unless I wear her well worn panties on my head

I’ve been married about a year now and I just love my wife Amanda. I married her because she wore the sexiest panties I have ever seen a women wear. But I tried not to tell my young bride just why I married her. Sure she has a killer body but her sheer panties just […]

A young man tries on his mother’s panties

I awoke midmorning on that summer day. I was instantly shaken from my morning daze when I remembered what I was intending to do. The opportunity had finally presented itself. My hard, dripping cock formed a tent in my pajama pants as I hurried out of bed. I had come home from college over the […]

My story is about the start of my transition to a woman, and finding the perfect guy

This story started a couple of years ago, or should I say it all started 40 years ago when I was young. It seems I have always enjoyed dressing in women’s clothes. I have been a closet cross dresser for most of my life, starting with dressing in my mother’s, sister’s, aunts, friends, etc. underwear […]

Transvestite gets blackmailed

I was just a girl cruising the tinder for her master. Well I wasn’t a girl at all; I was a guy in drag… I advertised on the Internet as a novice TV looking for a master. I got much more than I ever bargained for. I have been cross-dressing since puberty. My friends and […]

Straight guy gets talked into cross-dress situation by a MILF

I was introduced to cross dressing when I was about 18. I was picked up by a local divorcee who was sex mad. After I finished shagging her on her bed and was having a break before having another go, she opened a drawer in her room and pulled out a dark pink camisole top. […]

Long sex story – I Was A Reluctant Shemale

Marilee’s fists tightened in despair as she sat at her secretarial desk and listened to the muffled moans emanating from the office of her boss, JC Wyatt. JC was one of the youngest and most famous casting agents in Hollywood and was the most blatant offender of the “casting couch” which degraded women. The young […]

A man-pretty husband is controlled by his wife into dressing up as a woman and taking a male lover

I couldn’t believe that Susan, my wife of two and a half years would really do this to me. Yet here I sat in the back seat of our Olds wearing a short blue satin cocktail dress. The slinky skirt kept riding up my smoothly shaven, nylon-clad thighs to display a provocative glimpse of pretty […]

Forced to Cross Dress on Halloween

I could tell he was anxious. Informing him about the Halloween party raised a lot of questions on his end which I skillfully either ignored or diverted. I had not been mean right from the start, but I clearly told him he had 3 chances to come up with a suitable Halloween outfit idea. If […]

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