Submissive Shemale Stories

31,347 results
Orientation
Length
Source
Infinite Scroll

Por que

by Ssrd33 on Apr 22, 2019
Transsexual

We're all super, for some reason my mouth felt tired and had a taste, my ass hurt, the other night we were having a great time on a record. It's the only thing I remembered from the other night. Suddenly the teacher said that a new student was going to enter. We were excited by a new student, fresh meat. The teacher said that his name was Melany, for some re...

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Pam's Shemale Experience Ch. 09

by majicman21 on Aug 7, 2019
Transgender & Crossdressers

It was Tuesday morning, the second day of the weeklong teacher's conference, and almost the entire room was paying close attention to the speaker, one Martin Greenman, forty-seven-year veteran of the classroom and expert in educational theory. The only one not paying attention was Pam. She was in the front row, doing her best to listen and sit still. Next...

Black Girls Have Big Dicks

by britneyfan on Sep 11, 2017
Transsexuals & Crossdressers

She was like no woman I had ever seen before. She walked into a room and everyone's eyes were on her. She just had that incredible presence that just lit up the room and everyone just wanted to be around her. I was working behind the bar of a trendy club when I first saw her saunter in on her long legs, swaying her hips in a short dress. She walked over to t...

The Sexiest Shemales Ch. 03

by cleanly_shaven on Sep 13, 2017
Transsexuals & Crossdressers

I woke up laying on Daisy's inner thigh. Her cock was lying right in front of my face. It smelled so good. It smelled like sweet perfume and cum from our previous romp. I smelled it and began rubbing the tip of my nose on it and then slowly I began kissing it. Daisy began to slowly wake up and did her cock. It grew more and more as I continued to kiss it and...

Making Dreams Come True

by Writer345 on Jan 7, 2018
Transsexuals & Crossdressers

Just a few points: firstly this story is written in British-English so the spelling and grammar may well differ from that of the particular dialect in which you were educated. Secondly it contains descriptions of shemale-shemale sex and anal sex... If these are not to your taste then read no further. Thirdly it is a story and nothing here is real, it's al...

Hot Massage

by william125 on Sep 26, 2017
Transsexual

It's been a busy day at the spa. You decided to stay on working at the spa in your university town over the summer break rather than move back in with your parents. The spa offered an excellent training program for new starters and you found you were a natural. You quickly went from collecting used towels to massaging regular clients. As you wash the oil fro...

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Shemale Adventure Ch. 1

by girlboybootsie on Aug 18, 2017
Fetish

You: early 20's, tall boyish good looks with a lean and muscular body. Dressed in tight leather pants, from behind your tight buns are revealed by the shiny black leather, as are your cock and balls from the front. You are wearing black leather boots and a denim shirt that refuses to hide your strong broad shoulders. Me: early 30's, tall, blue eyed, consid...

Pinch Hitter Ch. 01

by npanxx on Sep 14, 2017
Anal

This is a work of erotic fiction. All characters in the story are over the age of 18. ~~~~ My fascination with shemales had cost me my first marriage. I guess if I were to be honest with myself I would have to admit that the marriage was doomed to fail anyway. Barbara was as close to being asexual as a person could get, and in addition she was bitchy a...

Blossoming Shemale Ch. 01

by TheTitLover on Sep 25, 2017
Transsexuals & Crossdressers

This is the first time I've tried to write in the first person. I may have slipped up a couple of times, but I've tried to keep it consistent. This is inspired by tawnysuede's Reluctant Shemale: http://www.literotica.com/s/reluctant-shemale if you enjoyed it, I hope you'll enjoy this series. * * * My name was James. It was, before everything that happened...

An Expensive Addiction Ch. 02

by NeverGuessWhatsNext on Sep 16, 2017
Transsexuals & Crossdressers

A week went by following my first encounter with English, my tranny escort, before I found myself craving another. Every day when I jacked off I thought of her sexy slender body and that big thick, long, uncut cock. The feeling of her hands running through my hair and then pushing on the back of my head to force her cock into my mouth...then the incredible s...