Transvestite Stories

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The Flaming Girls Ch. 05

by MicheleNylons on Mar 9, 2020
Transgender & Crossdressers

Chapter Five - Everything's Coming Up Charlie "You just treat me like any other woman and when it gets to the tricky bits I'll help you," Charlie smiled up at Robin but the sweetness in her gaze had been replaced by desire. Robin took off his coat, kicked off his shoes and then removed his shirt, tie and pants and then impatiently tugged at his socks. Cha...

The Virgin Tranny & the Bride Ch. 05

by yano on Sep 25, 2017
Transsexuals & Crossdressers

Another episode in the transvestite life of 18 year old Robert. The journey home was a long one. Margaret gave me a piece of her mind for not giving her the attention I should have done. I was sharing the back seat with her, and Sarah was in the front beside John. Soon Sarah was doing exactly the same to John, telling him how she had saved us all from disc...

Undercover Angel Ch. 03

by MicheleNylons on Sep 12, 2017
Transsexuals & Crossdressers

Steve Marshall rolled into Wodonga and met with his contact; the manager of the Best Western Motel. The manager had spotted Michele's blue Ford and checked the guest register and discovered that the driver of the Ford, a 'Ms Mary Smith', was currently occupying room 113. The night clerk had described the woman to the manager; and then the manager had contact...

The Proof is in The Pudding

by desireethtttv on Sep 16, 2017
Transsexuals & Crossdressers

When my girlfriend of two years mentioned she liked to watch female impersonators perform, I seized the opportunity to confess my lifelong addiction to cross-dressing. The expected reaction of disbelief was no surprise but her reply of, "Well, let me see you dressed," was although welcomed, a bit of a setback. I'd not planned the truth to be revealed at suc...

The Bride's Revenge

by yano on Sep 12, 2017
Exhibitionist & Voyeur

As a former driver in the KBG, I met hundreds of members, all with a tale to tell. Over four years I witnessed a number of punishments, thousands of public humiliations and drove numerous brides to their kinky or porno wedding. Three white limousines were always available for such occasions as well as a large people carrier and a mobile home for 'On the Bri...

Locked Out

by kristycross on Jun 18, 2019
Transgender & Crossdressers

I've been at my new job for about 6 months. It's a new/old job as I had been the Building Chief for 4 years ten years earlier when it was Occupied by the Social Security Administration. I left before they moved out and worked for a few more years until I retired at 55. Getting called back was un-expected but the Building was Empty now and privately owned. It...

From Business Owner to Prostitute

by Kellycumslut on Dec 2, 2019
Transgender & Crossdressers

How things have changed. From respected business owner to insatiable street prostitute. For a long time I ran a very successful business in London employing 14 staff and loving my work. I worked six days a week and on Sunday I did the paperwork, wages and stock checks. I had no time for social life, I was working for a successful future and in the evenings...

Whores And Pimps Ch. 04

by MicheleNylons on Sep 12, 2017
Transsexuals & Crossdressers

(Warning -- Contains Incest) * Michele lay on the bed sated; splashes of semen glistened on her stockings, blouse, face and hair. Steve, Joe and Bill stood around the bed looking at her, their erections slowly subsiding. She looked across the room and saw that Ellie had returned to administering to the fat cop's needs. She was on her knees and her pretty...

Whores And Pimps Ch. 03

by MicheleNylons on Sep 12, 2017
Transsexuals & Crossdressers

Michele pulled at her bonds, struggling and wriggling on the bed trying to break free for a few minutes until she realised that she was securely tied and had no way of escaping. Ellie sauntered over to the bed and looked down at Michele, "Well honey, looks like we have you just where we want you; I think we are going to start to really have some fun now," s...

Cuba Sex Adventures Ch. 02

by CubaHorny on Sep 14, 2017
Erotic Couplings

This is the second episode in a series about my sexual adventures in Cuba starting in the year 2000 until just recently in the year 2016. It's best to read the first episode before diving into this one. It also describes a sexy encounter with a beautiful Cuban woman but more importantly, it starts with a handy guide to sexual customs in Cuba. This gives you...