Shemale College Stories

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Orientation
Length
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Infinite Scroll

The Slave Traders

by jamtby on Jan 14, 2019
Transgender & Crossdressers

It was a warm Spring evening when Carla and I parked near the lake for a little time together. We had been together the entire senior year in college and would graduate in less than 6 weeks. Carla is a beautiful woman 5 ft 7 in with a nice figure. While she complains that her breasts are too small, I think they are great. Her blond hair and blue eyes make he...

Virginia's Luxurious Evening

by JonathanStone on Sep 16, 2017
Transsexuals & Crossdressers

West Palm Beach didn't have many cold snaps, but when one did rake the city the weather seemed twice as frigid as it actually was. Virginia Stanton sat alone in her office on the third floor of Prism Design's building overlooking the Intra-coastal Waterway. She had been chilly all day, mainly because of the dampness in the air; Forty-eight degrees outside wa...

The Pantysissy Diaries Ch. 03

by JPantyboyVSL on Apr 23, 2019
Transgender & Crossdressers

This is a 3rd person fiction story about my fantasies of being a Pantysissy. All characters in this story are made up, and are all over the ages of 18. To better follow this story read The Pantysissy Diaries Chapters 1 and 2 before reading chapter 3. ***** It was nighttime in NYC, and Jaymie and her 6 Mistresses had just left their apartment to head to Vic...

Members Only Exclusive Club

by DontJudgeJustRead on Sep 21, 2020
Group Sex

Note: this is a true story. There have been many similar experiences to this day, which is why I will not give the location so it won't be shut down. As participants are introduced I will include a brief description of them as I remember them like it was yesterday. There is a place that I regularly frequent just a half an hour drive from my home. It look...

futapus complex

by redpulse0091 on Jan 28, 2019
Fetish

Erik walks up to the front door of his home and pulls out his keys from his backpack. Unlocking the door and walking inside he takes a moment to stretch. Feeling relieved that finals are over and he isn't going back to school for a while he starts walking to the kitchen to grab a snack. Grabbing a protein bar and an apple he continues to his room, turns on h...

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Poke-Futa

by Sex-Shooter on Dec 6, 2020
Fan Fiction

A light came upon a mysterious figure, feminine with a bulge between the legs, and the figure waved. Then she spoke cheerfully: Hello there, [Redacted]! My name is Professor [Redacted] and welcome to the [Redacted] region! Before we start, let me tell you about the world. Our world is filled with Pokemon, special creatures that resemble us in terms of body s...

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A Night Out

by Boomerjr34 on Sep 12, 2017
Transsexuals & Crossdressers

NOTE 1: I'd like to thank those who edited this story and helped make it better. Gaymaninawomansbody, Kate09 and ThePastBehindMe. NOTE 2: This story has had some man on man sex, shemale on male sex, group sex and a woman too. ***** I have been working with the same sales group for years when they hired a new guy from out of state. He moved to town when hi...

How I Met Alyssa

by thatlonewolf on Sep 11, 2017
Transsexuals & Crossdressers

Author's notes: This is my first story. Any feedback would be greatly appreciated, since I'm still learning the ropes. This story is about a romance between a man and a shemale, if you do not like this, you should click 'back' on your browser. If this story is well received, I might bring up a sequel, I already have some ideas, but feel free to bring up any...

Amy Finally Lives Out Her Fantasies Ch. 02

by LuvAGoodPegging on Sep 11, 2017
Transsexuals & Crossdressers

(Author's Note: This is a continuation of "Amy Finally Lives Out Her Fantasies -- Shy Amy uses her strapon on Kyle". Thanx to all who provided such great feedback. Hope you like part two. Warning: this story contains male/female strapon sex, cum eating, and as the category suggests, shemale sex. If those aren't your things, you won't enjoy this story. Love t...

Small Cock Frustration

by jamtby on Oct 8, 2019
Transgender & Crossdressers

In 2007 I suffered from a severe medical condition which required extensive surgery. The procedure saved my life but the removal of my prostate, bladder, and extensive nerve damage left me without a functioning sex ability. My cock and balls remained outwardly normal but they were not doing what they were supposed to do. The relationship with my wife became...