Category: Cross-Dressing Stories

John was only 17, a slim but very feminine looking guy. Only 5ft tall and even talked very softly. He left home at 16, as life was unbearable at home. He got a job working in a office and now had a small 1 bedroom apartment. He had only one friend, a girl named Sofia … Continue reading Challenge

After we got out of the tube. I was going to put on my jeans and get dressed. She said to me please don’t put those clothes on. She said look your eyebrows are thin and arched feminine and nails done and painted and toes painted and your hair is cut and styled feminine and … Continue reading Out with wife an getting picked up by men (part 2) true

My wife knew that I was a bisexual crossdresser before we even got married. Well since was still glued down from last time I was dressed as Paula my wife decided we should go to a alternative club this way I can be Paula. We decided to get a motel room since it was 2+ … Continue reading Out with wife getting picked up by men. True

Hello guys… This is my first story on this website so kindly forgive me for any type of spellings or grammatical mistakes. The People involved in this Story are real whereas the story is a dreamed insect Bdsm/Slavery Story. It Does not contain any type of sex related content. You can also provide your kind … Continue reading Indian Cross-dresser Goddess Slave

Ricky was 18 and looked very feminine. He had been crossdresser since he was 12. He loved the way it made him feel. He awoke lieing naked except for a pair hold me up stockings in a stranger’s bed. His bum was on fire, sore from some serious pounding. He had a taste in his … Continue reading Crossdresser whore

It was my younger days. I was at a friend’s house only one that didn’t make fun of me for being being completely hairless an smooth except for my eyebrows and eyelashes and hair my long hair on my head and feminine. Well she had an older brother by 1.5 yrs. He was kinda of … Continue reading No regrets at all

I just started high school. Living in dead small shit hole town. My wireless parents only cared about drinking and getting stoned and going out. Our house falling down and dirty. I didn’t have any friends or anything much my clothes were ones I found or gave to me and I know lot of them … Continue reading Runaway, and new life

Hi friends I’m Vijay and I’m a fat boy with feminine feelings… In this it’s clear that how I got these feelings.. This REAL incident happened when I was 18 years old and a boy… On Dec 29th 2017… My parents went out for some work… And I was left home alone.. Before that… : … Continue reading Watchman fucked me on terrace

Well after spending the night with a man an him dropping me off at home. I wasn’t sure what my mom was going to say to me. Well I forgot to take my hair down out an also I forgot that he had me put lipstick on. Well mom was very open minded and we … Continue reading Becoming Paula, Seeing a man again dressed completely as Paula a woman. (true story)

She smiled as she returned to the bedroom. In her hand a white floral string halterneck bikini. He laughed as he held out a pair of black speedos. She took off his tie and shirt and singlet. She dropped his trousers and underwear. He took off her dress. She could see his cock in her … Continue reading Step father’s new clothes – Part 2