Shemale Pee Stories

25,648 results
Orientation
Length
Source
Infinite Scroll

Shemale Tales: The Christmas Party

by silkstockingslover on Sep 2, 2017
Illustrated

Summary: Young woman discovers the perfect man... a woman with a dick. Note 1: This is a Christmas 2016 Contest Story so please vote. Note 2: Thanks to TexBeethoven, Robert, Dave, and Wayne for editing. Shemale Tales: The Christmas Party I'd been working at the firm for only a couple of weeks and originally wasn't planning on attending the staff Christ...

Mia, Shemale Slave Ch. 02

by spitzharder on Sep 13, 2017
Transsexuals & Crossdressers

My pre naming party was held in the nightclub where Mistress Solange and many of her Shemale friends, performed. They sat at a private table but I had to stand as I was wearing a creation of Mistress Tia's. A spun sugar, almost gauze like confection held up only by the gold rings piercing my nipples and navel. The lime green bikini was almost transparent and...

The Deviants' Room

by sissyrikki17 on Oct 14, 2017
Transsexuals & Crossdressers

Upstate New York, 2007 - Day 1 They all kept talking—bitching—about "sloppy seconds" but if you're drunk enough, and these guys were drunk most all the time, you don't really care about dipping your wick into a hole filled to overflowing with other guys' junk. You just stick it in, numbly hump for a few minutes, then make your own delirious contribution to...

Free use world

by envywest on Apr 7, 2017
Science Fiction

This was the first story I wrote and I'm very sorry for all the errors. Bad writing, bad story. But hey, at least it's free -EnvyWest _____ 200 years ago, in the age of enlightenment, men found out that women have no soul. It made men believe women are nothing more than things to be owned. Stealing or damaging any owned woman is still illegal, but it is seen...

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HypnoSissy: Educated to be Pegged

by silkstockingslover on Aug 13, 2019
Fetish

Summary: Cock sucker's training is advanced to hypno videos on anal sex. WARNING PLEASE READ: -This is a hypnosis story with potentially influential subliminal messages within it. -The story also contains hypnosis video scenes. -So if you begin behaving differently after reading this story and all your friends start pointing fingers, don't come crying to...

Rebecca's Secret Ch. 02

by Wannabe Chick on Sep 12, 2017
Transsexuals & Crossdressers

Synopsis: This story is partly based on fact, partly a fantasy. It is the story of a young man on vacation with his girlfriend and the night they have sex for the first time. The girlfriend has, up to this point, been reluctant to try sex. The big night finally comes for the two of them and the young man realizes, at last, what has made her so hesitant to sh...

Mia, Shemale Slave Ch. 01

by spitzharder on Sep 13, 2017
Transsexuals & Crossdressers

It was all due to a gorgeous oriental Shemale dancer, Solange, I'd seen earlier in the evening that I, a 23 year man, was standing in an alley in the rain naked except for black hold up stockings and black lace panties. My cock peeped over the top of the panties, glistening with the rain falling upon it. My thoughts drifted back to the erotic dance Solange...

Mistress de Sade's Sissy School

by spitzharder on Sep 16, 2017
Transsexuals & Crossdressers

My whole body hurt, everything, both inside and out, the pain had brought me agonisingly awake. I could feel the bars of the cold cage I had been thrown into, it had been my home for several months but the beating was new. The other sissies had turned on me, they might be 'girly' but they were cruel, Mistress Kayne had warned me that to disobey one last ord...

When Sara Met Bob Ch. 02

by yellowfrog on Sep 14, 2017
Fetish

PART II: Bob learns to sip Sara's pee and Sara explores his prostate. * Our first night together was one of unblemished bliss. Spooning Bob all night, I felt his breathing and his heartbeat. With the first rays of morning I knew we both had to rise and shine for the day ahead of us. Neither wanted to get up, especially not me. On the other hand, my bladder...

Alpha Gamma's Secret Ch. 3

by Wannabe Chick on Sep 11, 2017
Transsexuals & Crossdressers

-7- "This has been an important and exciting year for our sorority," said Jessie, House President, to the assembled sisters of the Northeastern University chapter of Alpha Gamma Tran. Today was a very special day. It was the annual Commencement Ceremony which marked a successful end to the school year. All the girls had gathered in their sorority house's sp...