Shemale Pissing Stories

8,227 results
Orientation
Length
Source
Infinite Scroll

Date with a classmate.

by pipster2927 on Feb 3, 2021
Amateur

It is four days before Valentines day and you have wanted to ask a classmate out for some time. You decide Valentines day is good for a date. You just need to decide on who you want to ask out and just go for it. First there is Madeline James from Calculus. She is 18 years old. Her best features are her blonde hair thats always in a ponytail and her smile th...

Open in Reader

Shemale Beauty: 1st Female Conquest

by silkstockingslover on Sep 13, 2017
Transsexuals & Crossdressers

Summary: 18-year-old discovers her powerful sexual persona. Note 1: This is the first of potentially many shemale stories starring the beautiful seductress Kara... Note 2: Thanks to... Tex Beethoven, Robert, and David for editing this story. Shemale Beauty: 1st Female Conquest Everyone has hobbies. For most people, hobbies can be activities like trav...

Girlfriend's Shemale Surprise

by Artvan1 on Sep 24, 2020
Transsexual

As Carter finished unpacking after dinner, he couldn't help but smile. His last summer before having responsibilities would be spent in the beautiful home belonging to his girlfriend's parents. Carter and Chloe had only been dating for a few months but were both entirely consumed in the early parts of their relationship. From hand holding to mini-golf the yo...

Open in Reader

The White Slave

by mspbottom4black on Oct 6, 2020
Interracial Love

Editor's Note: this submission contains raceplay and femdom content. * Not long ago it was a straight and stuffy white male. it was arrogant and self-satisfied with its white male social and economic leverage and advantages. In the rat-race of white society it suppressed its submissive white side. But from time to time it would slip into daydreams of hav...

Ex-Cellmate Looks Him Up

by SugarandSalt on Sep 11, 2017
Transsexuals & Crossdressers

Everything was going to be perfect. Nathan hummed an upbeat tune to himself as he set the table. His girlfriend would arrive for their dinner in any time now. Nathan checked the food simmering on the stove for the second time in as many minutes. He heard a knock at the door. "Be there in a minute," Nathan called out from the kitchen. He quickly ran a comb...

My Transformation into a Shemale Ch. 02

by jamtby on May 29, 2018
Transsexuals & Crossdressers

"We have a party tomorrow night and you are the guest of honor. My friends and guests will find you to be very attractive. You will need to make a few changes but I am the one driving them. Kyle will be my assistant and your trainer. "First, what do you know about shemale?" That question stopped me. I muttered nothing as I started to move my hands to cover...

All by Myself

by perna on Sep 16, 2017
Toys & Masturbation

I had posted this to an anonymous website before but really want to know what others think of it and had no replies. If you are just looking for the juicy part to get your rocks off to, skip to the second large paragraph... First off, let me say that I consider myself straight and have never had sex with anyone but women. I'm 28 and very physically fit. I f...

I Meet a Well Endowed Shemale Milf Online

by Jamesw324 on Sep 13, 2018
Transsexual

I let out a long sigh as my computer began to boot up, "Well I guess I will check my messages again." Hello there my name is Alex and I am a high school graduate living at my moms house to take a break year. This year I need to find work and hopefully a girlfriend. It was at the start of this break when I stumbled upon this sight called: Shemale me...

Open in Reader

I was Scott Tenna

by tre34harr on Sep 19, 2017
Transsexuals & Crossdressers

If shemales aren't your thing don't read on; if they are please read enjoy and have your eyes opened. ***** "I hold my hand up and tell you truthfully that I used to be a guy; just like you or like any other guy you know or have met in your life time; into the normal thing a typical uni male student of his age would be; girls, drink, football and cars. H...

Zapp!

by The Dark Traveler on Jan 20, 2019
Science Fiction

You go to bed after a long day. You set your alarm as you have another long day tomorrow. You change into pyjamas, bush your teeth get into bed and try to sleep. You dream of your favourite sci-fi show. Then you dream you are in the show. Your dream shifts to another show also Sci-fi then your job. You dream of your friends your family. Then you dream of you...

Open in Reader