Crossdresser Gangbang Stories

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Infinite Scroll

A Wife A Little To Understanding

by felicia_rene on Oct 12, 2020
Transgender & Crossdressers

Present day: We arrived at the 'Sissy Salon' which was a covert sex club for downlow gay wealthy men and lesbians. As his agent and pimp I collected all his performance fees. I walked into the 'Sissy Salon' to make sure that everything was in place so my sissy husband could perform. Then I went to his dressing room to make sure everything I requested for me...

Trixie's Chastity 03

by trixie47cd on Sep 19, 2017
Transsexuals & Crossdressers

By the time I pulled my car into our driveway, most of the semen coating me from head to toe had dried to a flaking crusty shell. I stuck to the driver's seat as I climbed out on wobbly legs. The sun was just coming up and I hurried to get inside the house before any neighbors saw me like this. I started a pot of coffee, put the gallon jug of sperm in the f...

Truth Is Stranger Than Fiction

by CindyUSA on Sep 15, 2017
Transsexuals & Crossdressers

This story has sexual content. If you are not over 18 then do not read. The names in the story has be changed to protect the real people who have been mention. The story is real. The truth is stranger than fiction. I am 58 year married white guy dressed in the standard dress for a crossdresser. You know black thigh high fishnet stockings with black suspen...

Kasey's Confession Ch. 10

by KaseyLegs on Sep 14, 2017
Transsexuals & Crossdressers

I woke up the next morning in my new bedroom. I was wrapped in pink sheets topped with a Tinkerbelle themed comforter. On the walls were posters of gorgeous men, shirtless and displayed their well-muscled and oiled upper bodies. I barely remembered setting up the room with the help of Nancy and Mr. Smith after the party ended, but there it all was, and while...

My Wife, My Tormentor

by Sissyjackie2008 on Sep 16, 2017
Transsexuals & Crossdressers

I am excited by the . One of the most humiliating experiences I sufferer was caused by my first wife. I had been a crossdresser since I was little. Actually my mother started me when she dressed me as a girl for Halloween. When at 7 I started to protest, She said she had no daughter and once a year I could let her have fun. I could never refuse her so I re...

Sarah's First Time Out Dressed as a Girl

by SarahCD on Sep 16, 2017
Transsexuals & Crossdressers

During my collage days, my girlfriend and I were at different universities but they were only an hour apart by direct train. Normally I went to visit her for weekends. I loved her place, Oxford. They did great lunches on Sunday's. Full roast dinner with wonderful roast potatoes and all you can eat. For a broke, starving student this was a wonderful treat....

Mia More

by seams_straight2me on Sep 16, 2017
Transsexuals & Crossdressers

It was 5 days after my very close encounter with Mia. I was still on very high spirit after meeting her, and fucking her. I could think of nothing else. We kept in touch via text messages and phone calls. She was "on location" for some photo shoot. One less about fashion and more about horny transsexuals having very sexy fun. She sent me a few pictures of...

Man in the Mask

by MiOtroYo on Sep 16, 2017
Transsexuals & Crossdressers

Mel was sitting on the corner of the cheap hotel king-size bed. Aroused, nervous, simply scared by the whole story, he still wanted it to happen. Once a lifetime dream, now a striking reality -- it was all here, from the remote sound of the cars passing by to that filthy, nasty smell of the motel building... "Hi, my name is Melinda. I am a young closet cros...

Jessica Ch. 01

by jac0879 on Mar 18, 2020
Transgender & Crossdressers

It was a familiar ritual by now. I plugged the drain of the tub and turned on the faucet to draw a hot bath. It was really a pain keeping my body hair tamed, it grew in dark and quickly but I was determined. As the water ascended in the basin, I stripped my clothes, stood in front of the sink and grabbed a razor. I quickly dispensed of every last trace of st...

Sex and 666 Lifestyles

by MoteDog on Nov 1, 2019
Fetish

Who is the main character? And what is the lifestyle they have or are thinking of registering to live the rest of their lives as? What is their motivation?What's next? Casandra Dell What's next? Casandra Dell...

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