Transvestite Stories

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Orientation
Length
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Infinite Scroll

Michele Nylons' True Stories Ch. 02

by MicheleNylons on Jul 14, 2020
Transgender & Crossdressers

In part one of True Stories I discussed how my transition from part time panty wearer to part time Transvestite came about. I also told the true story of my first time with a Transsexual prostitute. In this instalment I have decided to leap ahead to the present and tell you a true story that occurred only last week; that is July 2006. I am a part time Trans...

The Awakening Ch. 03

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

Part Three - The Cost of Doing Business The woman is slim. Mauve satin blouse, navy-blue skirt, black high-heeled pumps. The hem of her skirt teases the backs of her knees. Taupe stockings with black seams. She's attractive; heavily madeup and her black bob is obviously a wig but of good quality. She falls to her knees and smiles. A faceless man approaches...

Tranny at the Truck Stop

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

The Perils of Pauline -- Trannie at The Truck Stop Paul sat behind the wheel of his Mustang, the windscreen opaque with heavy rain. It had been raining hard for the last hour and he was hoping it would have stopped before he reached the truck stop. He looked through the windshield as the wipers lazily swept back and forth across the glass. The sodium vapour...

Following My Heart

by Alexdino on Oct 9, 2018
BDSM

House sitting for my fiancé was supposed to be a nice way to ingratiate myself with her and get back into her good graces. Nothing I could do seemed to make her happy, including the way I jumped to do her favors, took care of her dog, and was generally supportive. No matter my efforts she looked at me with suspicion and doubt. That's why I spent much of the...

Arabian Nights Pt. 01

by MicheleNylons on Sep 26, 2017
Transsexuals & Crossdressers

Michele felt the huge member buried in her anus begin to pulsate; hot, creamy semen flooded her back passage. She was lying face down on the huge bed; pressed down into the satin sheets and soft mattress, her own penis trapped in her satin panties was also hard and leaking pre-seminal fluid. She lay still as Ahmed, the man lying on top of her, emptied himsel...

Dream Bride Tranny Ch. 03

by yano on Sep 13, 2017
Transsexuals & Crossdressers

I was never allowed to forget that I had had sex with my 18 year old niece when she modelled a few bridal gowns for the KBG. Even her wedding day was hijacked and, in the final part of a wedding day shock for bride Kirsten, she has dressed her Uncle in her most amazing bridal gown and is about to embark on another kinky adventure. Hand in hand Kirsten and I...

How I Got Promoted

by contactsteph77 on Aug 1, 2018
Transsexuals & Crossdressers

Back in my collage days, I earned some extra cash working in a night club. I started collecting glasses on the floor, then moved to serving behind the bar. It wasn't long before I was asked by our manager to be a Shift Supervisor. It was at a time that I was coming to terms with my identity. I was a Transvestite, but there was a lingering homosexuality abo...

Dream Bride Tranny Ch. 02

by yano on Sep 13, 2017
Transsexuals & Crossdressers

Orchestrated by the Kinky Brides Group (KBG) Uncle Yano has been forced to have sex with his young niece, fully dressed in her bridal gown, in the bridal suite and on her wedding day. The evening continues and amid the celebrations find out what the frilly panty wearing Yano and Kirsten do next. As the night went on and the dancing continued I had another...

Lady In The House - Reprised Ch. 18

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

I decided to end this story a few years ago but I keep getting requests to continue it; particularly from my fans here at TVChix. I have been thinking about it of late and I finally came up with a few ideas to keep the story going. So here it is..........Lady In The House reprised. For those that don't remember; the story ended like so: Steve sat on the e...

So You Want to be a Nurse? Ch. 05

by MicheleNylons on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Five – The Gathering So how did Polly know about the five pounds? Dr Marron had tipped Michele five pounds but Michele hadn't told her about that. At the pub Polly had said: "So now you spend some of that five pounds that Dr Marron left you and buy a round." So how did she know? Polly lay sleeping beside her in the bed in room 302 at the Chelmsf...