Tranny Stories

1,390 results
Orientation
Length
Source
Infinite Scroll

Surprise, Durprise!

by BethanyJ on Sep 16, 2017
Transsexuals & Crossdressers

1 - Surprising an old friend It only started out about a year ago. Actually, really, it was much longer ago. But two years ago things REALLY got going. It was when Mike, my brother-in-law, asked me to have a look at his computer, the CDR wasn't doing what it should. So one evening when his wife, my wife's very best friend and business partner, was visiting...

A Surprise Stripper for My Birthday

by dirtyjoe69 on Sep 12, 2017
Transsexuals & Crossdressers

\ My wife and I have always been a little on the kinky side. We have been swingers for seven years and have done many wild things during this time. Every Friday night we have a thing called dirty night where we go up to our room and watch two of our favorite shows Bliss and Kink. Bliss is a weekly series that has mild erotica in it aimed at couples. Kink i...

Picking an Indy Car Girl in Club

by unique_cabelas on Aug 20, 2018
Transsexuals & Crossdressers

Sam has a little secret, he does not mind getting some of the shemale cock. After a night out with the lads he disappears from the group down the road to a gay night club. Sam has never been in a gay night club and feels a little out of his depth. He has had a few drinks so is feeling relax and sits down scoping out the club. Looking around the club his eyes...

Pounded Into Submission

by Jamesjones52 on Sep 12, 2017
Transsexuals & Crossdressers

"Oh shit, fuck my black ass with that thick white cock you fucking tranny." He moaned. "Harder, ram my tight fucking ass baby." He screamed "Quit screaming like a bitch and take it like a man, cock-slut!" She exclaimed. He could feel a growing sensation of pleasure in his taint, a feeling of unnatural pleasure building up inside his loins that had never b...

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...

A Close Encounter of the...

by Art on Sep 12, 2017
Transsexuals & Crossdressers

Another great tape and another great yank of the crank. Yea, she-males were pretty hot, Tom thought as he hit the eject bottom on the tape deck, but where on earth would he really find one? He had little doubt that if he did find a place where they hung out that there would be more than a few with a serious case of ugly. The chances of finding one like the o...

Arizona Summer Ch. 04: Exploring with Strangers

by quadigy on Apr 25, 2018
Exhibitionist & Voyeur

Winter break was coming to an end in a few weeks. I would soon be attending my senior year at the high school across the open field next to my house. I was going to be the "new kid" in the school which meant I would have to get to know everybody the last year of high school. I wasn't looking forward to this but it was a fast approaching reality that was goin...

Tranny Encounters - Spit-roasted

by hfernandez1983 on Sep 19, 2017
Illustrated

This is a new story series which I am thinking of writing. I will think of writing more of these that are more fantasy oriented. This is one of my fantasies which has yet to come to fruition. I thought I should put this out there. It was just another boring day at work. David sat at his desk, staring at his computer. It was a slow day at work. It was only 1...

Arabian Nights Pt. 06

by MicheleNylons on Sep 26, 2017
Transsexuals & Crossdressers

Michele sat sobbing as she told Sarina about being taken forcibly by Jamhal, the Cabal's vicious pimp. She told Sarina how Jamhal had justified his actions because Michele was no longer unsullied. "Sullied, unsullied - it means nothing to the Cabal. You are their property and it is forbidden for anyone to touch you other than the Cabal or those they have g...

An Interlude, Bailey on the Prowl

by Sissy_Chantel on Nov 26, 2017
Transsexuals & Crossdressers

A little quickie story published between my continuing chapters of Recruiting a Sissy Maid... I hope you all enjoy it and find it, well hot... Characters in it will be new. All names and persons here are fictitious and any resemblance to real persons is coincidence. **************** As I sit here at my bedroom's makeup table, freshly showered, shaved, swee...