Crossdressing Stories

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My Supporting Girlfriend Feminized Me

All started at the age of 12 years, taking a bath at my aunt place, I never had any erec-tion before. My cousin just went out of the bathroom and forget her wet panty in the bathroom on the floor....

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You Do Not Become, But You are Born

Sat here late in the night, I began to reminisce, of the times, I was dressed-up by girls, and later as I became older, by a woman or women. If I can remember correctly, it was during the school summer...

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Alice in Hell

There is one hobby I like, and that is visiting the charity shops, and perusing through the clothes, that are women’s clothes. I just look in amazement, at the bras hanging on a rail, the dresses, skirts, tops, bags, shoes,...

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Wrong Email Address

I had just typed out an email to my friend Maureen, enlightening her, that I had so enjoyed today with her, in the sunshine, and when we were deep in the woods, you had me strip off, and then you...

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BINGO GIRLS

I always looked forward to a Friday night, as it was Bingo and afterward a chat, around the table. I used to collect three women, from nearby, Kathy, Heidi and Alison. We all sat together, but we did not pool...

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MY DISAPPEARING BOYHOOD

I arrived home, from work, on the Bank Holiday weekend, of Easter. The following week, I was taking days off that were owing to me, so the forecasts were good, and I was happy. As I entered the house, I heard...

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HANDYMAN TO MAID

It began in my late teenage years, when I use to go around the village, asking people, if they would like a job done around the garden, or something simple, that I can do in the house. Miss Watkins looked...

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Being One of the School Girls

Since my preteen years and into my teens, I knew there was something not right. I seemed to be not like other boys, small-boned, petite and a little fragile, for a boy. Bullied yes, by some, but I let it...

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Girlfriend wants Boyfriend to Crossdress

It were a walk home on a Saturday night, after we had been to the Club, to play Bingo and afterward, listen to a live show there. Gloria’s home, were through the woods, which had a tarmac path. I began...

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Crossdressing in Public – Almost Got Caught

Since childhood I was interested in crossdressing. I used to dress up in my sisters clothes. After I finished college, I started living in an apartment. I began saving money to buy more feminine stuffs. I bought lot of dresses,...

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Crossdressing in Sister’s Clothes & Makeup

“Hi, my name is Nick. Here’s my little story about crossdressing in my sister’s clothes.” “Since my childhood, I was somehow interested in women’s clothing. At the age of 6, I tried on a dress for the first time. It...

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BECOMING AMY

I am a young man of mixed heritage. My father was black, my mother Asian. My features reflect that mixed heritage, my skin like coffee with two creams, my eyes are dark and my hair is straight. I keep my...

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FIRST TIME OUT IN PUBLIC

I was always curious about dressing as a woman, remembering when I was younger trying on my older sister’s clothes and getting so excited wearing pantyhose and heels, but the feeling past as I got older. I am about 5’10”...

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CAUGHT ONLINE

I was all alone in my house, this night my life changed forever. I was simply looking for my sister’s iPad when I went into my sister’s bedroom. She’d left her lingerie drawer open and suddenly all my attention was...

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CROSSDRESSER IN PARADISE

Henry and Lisa have been married for many years. During that, time both of them made many little personal discoveries. Among them was Henry’s passion for cross-dressing. When it came out, Lisa was shocked, but understanding. She did not threaten...

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CAUGHT IN THE ACT

“My name is Roger. I am a 29 years old, white, a little skinny , and a married (secret) crossdresser. I really love wearing women’s clothes and I am crazy about pantyhose (and tights. I love the total coverage and...

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OBSESSED WITH SALLY

Although I was actually the 20 year old babysitter in my second semester at the local community college, at this moment I looked quite similar like Sally Douglas, the wife of Jack and the mother of their three children. I...

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THE PUNISHMENT

It all started innocently enough. I never meant to do it, it just sort of happened. I got home from school, when I was in the 10th grade. I put my bag down on my desk, and noticed that mom...

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THE GIRL IN DISGUISE

Mandy lived two houses away from us when I was growing up. We both were in the same grade and in the same class so we became good friends. Nothing was salacious about our relationship, just two kids growing up...

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WHO WAS THAT GIRL?

“Since childhood, I was always fascinated by women’s clothing. I used to secretly put on my sister’s dress and liked feeling pretty and girly. I tried to stop those urges but it only grew bigger. As time went by, I...

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JIM’S OFFICE ADVENTURE

It had been four years working as an administrator within a typical manufacturing company. Apparently our company made something to do with automobile engines, but it was all beyond me. Just get the job done well and people saw me...

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A NEW BEGINNING

My name is David and I am 20 years old and live in Las Vegas. I have always been small for a man 5’4″ tall and weigh about 50 Kg, so growing up I was always teased as I look...

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