Tranny Stories

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Infinite Scroll

Riding Home With Strangers

by wedding_surprise on Sep 13, 2017
Transsexuals & Crossdressers

PLEASE DO NOT READ IF OU ARE BELOW 18 YEARS OF AGE. ***************** Please do not proceed if you are offended or disgusted by such things. ***************** The music was running, the booze was flowing through my veins and I was not ready to leave just yet. My ride had to leave early, because my driver's hours were up, and I didn't want to force him....

Self Service Ch. 05

by prickasso on Sep 12, 2017
Illustrated

It was 3 weeks since the party where I performed in front of 2 dozen transvestites, sucking my own cock until I came. After that, Sonja, one of the she-males had propositioned me to film this as an instructional video for a porno company she worked for. I had just received an e-mail message from her company saying they would pay me a pretty good figure for a...

Beyond The Grey Metal Walls

by CarrieQ on Sep 16, 2017
Transsexuals & Crossdressers

Wouldn't life be so much better if, once we realized we'd made a mistake, we could simply rewind and start again? That was the thought that crossed my mind - and not for the first time, I readily confess - when I stepped off that crowded bus into the path of all those baleful stares. In dilapidated parts of South London like this drab and ugly suburb, trann...

The French Trip Pt. 01

by DrLuverotica on Sep 16, 2017
Transsexuals & Crossdressers

We'd only arrived in the South of France late the night before, but already Jo my sexy, blonde 40 year old wife was gagging for it. We were driving along a fairly quiet road populated by overhanging trees with the Pyrenees providing a dramatic backdrop. Jo was dressed in a short blue skirt, white button down top which was undone giving me a very distracting...

Mistress Chantel, Tranny Dominatrix Ch. 04

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Four: Chantel Hams it up with Kerri and Friends. Beep, beep, beep, my alarm clock goes off. Lying under my fluffy covers and on my satiny bed sheets, face mushed half buried in a pillow I awake, glance at that damn clock and see 9:00am. It's Sunday and I do not have to be up at any specific time but I do not really like sleeping in as I feel it wast...

The New Colleague

by hullguy20 on Sep 16, 2017
Transsexuals & Crossdressers

This is my first submission. I took quite a bit of time on it so I hope you enjoy it. Also it is quite long so get comfy. xxx DAY ONE. The alarm burst into life and so did the pain.I checked the time, it was 8.20. Shit! First day of semester and I was gonna be late. I had a quick shower and drove off to the University. The previous night I added the finish...

Jamie & Bush

by Hornyman69WithU on Sep 2, 2017
Fetish

There was a notorious gay bar in my college town. I liked to go there once in a while because it was such a wild and uninhibited place. I had no personal interest in gay sex, but enjoyed the outrageous scene. You could smoke a joint while dancing, do lines at your table, and quite a few people would be walking around and dancing half naked. I have never see...

Sammi's Gloved Threesome

by JSF79 on Apr 4, 2018
Transsexuals & Crossdressers

This story follows on from Sammi's Gloved Surprise and is response to some kind readers who wanted to know what happened next. ***** George sat in the dimly lit bar talking to Sammi, trying to make out as much of her strong, gorgeous features as he could and watching her bring her glass to her exquisitely painted lips to take a sip of her drink. Although o...

Flashbacks Pt. 02

by fraubleucher on Sep 16, 2017
Transsexuals & Crossdressers

Not sexy note to readers, if you're interested. ("It's just stuck in - among the zinnias"-- Little Shop of Horrors): This is not a work of fiction (ok, a good story needs a LITTLE exaggeration, but that's all - the facts are the facts), so there are mistakes and bad choices made. This is neither a guide for others to follow or a set of moral lessons, it's j...

Tranny Tales Ch. 05

by erectus123 on Sep 15, 2017
Transsexuals & Crossdressers

A Porto Rican Blow Job at the Zoo, Hogarth the Disco Star in Tel Aviv, Goldie, the Israeli Tranny and a brief mention of My 2nd Wife. "They" say there is no pussy like Jewish pussy. That always seemed like a stupid thing to say, "They" must be idiots My second wife was a Jew and her pussy wasn't any different than any other woman's; there were better, there...