Free Shemale Stories

Amphotericity

It's hard now to look back on who I used to be and accept that we're the same person. I know a lot of people could say that but whereas they have most likely changed gradually with age the alterations to my life happened suddenly, unexpectedly and all due to a strange twist of fate in an otherwise u... read more

shemale lover October 29, 2012 100%

Dormitory Fire Drill

The bed in Beverly's dorm room was narrow. It forced their naked bodies close. That was fine with Les, it increased the intimacy. As they spooned together, Les's arm draped across her waist and fondled the bottom of her left breast. His face pressed into the hair at her neck and inhaled the wonderfu... read more

shemale lover October 31, 2012 100%

When the Balls Drop; A New Years Tale Chapter 1

Chapter One- Alone Again Mason walked up to the bar at Mickey's and placed an order for a draft. As he waited he began to look around at all the people wearing crazy hats and things for the New Years Eve party…he thought…why am I here? Another boring party—another shitty year ... read more

shemale lover December 4, 2012 100%

When the Balls Drop; A New Years Tale Chapter 2

Chapter Two- The Kiss Mason decided to have the bartender send a white wine to the redhead's table. He wondered if he was deceiving himself or could she really be interested from him. He waited to see if she'd accept the drink, when she did he couldn't hide his growing smile or erection. Wow, Mas... read more

shemale lover December 5, 2012 100%

Whatever Your Heart Desires Part 5

There was no way around it; I had fucked up, big time. First things first; I did what every rape victim is supposed to do. Detective Dottie Henson of the police department's Sex Crimes Unit took my report. She escorted me to the hospital to process a rape kit (neither of us expected anything usable ... read more

shemale lover December 9, 2012 100%

Maxine and Pam's Love Story

Oh, that Dominant TV was so mean! She really did rape and humiliate both of us. I will never consent to having her over again. I am so so sorry I thought of having a Dom play with us. It seemed like it would a real turn-on for both of us when we picked her up at the CD bar. I thought it would be fun... read more

PamBiTV December 10, 2012 100%

Pretty Woman

Tyler was as nervous as anyone could be. Hazel eyes darted for the door as silky black stockings slid up smooth white legs to meet garter straps attached near lacy white panties. Next came the bra, straps catching on skin slightly sticky with perspiration. Heart pounding as the black pencil skirt gl... read more

shemale lover December 22, 2012 100%

A Lady Indeed (Part 2)

As I came around the corner, I didn't see her having coffee outside the tat shop so I stopped and backed the bike into a parking space across the street. I lit a butt and while letting out a stream of smoke, got off and headed over to see how she was doing. I saw her as soon as I walked in, still st... read more

shemale lover July 21, 2013 100%

Oh My, You Have a Cock...

It was a regular Friday night no different from others I'd experienced before. I was lonely having broken up with my girlfriend earlier that week. What a bitch! I needed to find me a sweet woman capable of matching my libido. My last lady was all about the lights off, missionary position sex, come t... read more

shemale lover August 9, 2013 88%

I FIND MY ROAD IN SYGKROY

My name is Anastasia, although the real name is Nick. As you can see I'm a decent boy day, a normal relationship with girl (not so normal, but that another story!), Sociableness and not effeminate at work and generally to the outside world. But when you go home and my girl is missing, I beco... read more

ANASTASIS CD CRETA December 3, 2014 100%

Abi's Virginity taken by Intruders

Abi got very little time to be herself, A closet TV, sharing a small two bedroom flat with a male friend, it was only once every few months or so she got the flat to herself and could dress up sexy and be her proper girly self, and tonight was one of those nights! Although she had no plans to mee... read more

AbiTV March 18, 2015 84%

Fem Firm: Character Intro

Coxson & Dicster is a law firm made up of nothing but she males They are: Debra Coxson- 37 Debra has been a lawyer for 12 years and started the firm with her college roommate Angela Dicster 5 years ago. She's a leggy ash blond with 38D tits a great ass and a 9 inch cock. She loves to ... read more

bennyx709 July 29, 2015 94%

Big Cock Heaven

This story is written from the Shemale's point of view. "Jane" is based on a real Transgender woman from California & my friend. She gave me the outline of a meeting she had with "Janardhan." ***** My name is Jane and I am a natural red head blue eyed 34 year old T... read more

sach November 16, 2015 64%

FEM FIRM: Character Intro & Part 1

Coxson & Dicster is a law firm made up of nothing but she males They are: Debra Coxson- 37 Debra has been a lawyer for 12 years and started the firm with her college roommate Angela Dicster 5 years ago. She's a leggy ash blond with 38D tits a great ass and a 9 inch cock. She loves to ... read more

bennyx709 November 14, 2016 95%

Fem Firm 3: The Return Of Frankie

PART 1 THE VISITOR Over the next couple of months, it was pretty much business as usual at the Firm. You know, depositions, court filings, motions, hot sloppy blow jobs and ass destroying anal sex (Thanks Angela!).Not to mention Friday Fuckfests. But since I started working here everyone se... read more

bennyx709 November 14, 2016 87%

Glory hole surprise

I walked into the bookstore paid my way and went into the peeps; I usually avoid the theatres since there is not any privacy for playing. I guided my way in the dark letting my eyes adjust in the dark. I walked to the back where the stalls with the gloryholes are and found an open booth. I sa... read more

Quib January 23, 2017 76%

Third times the charm!

After my first 2 times with a ts it basically just became an urge that I had to have a need I had to satisfy! Just like regular sex the more I thought about it the more I wanted it. I finally asked Liz if she knew anymore from around where we were. Luckily for me she did and set me up with her frie... read more

Duke04 April 4, 2017 89%

My weekend with Nicole

So I believe I last left off about how me and Nicole started dating and let me say it was some of the best sex I've ever had but there is one particular time I could share. So after about 2 months of dating I was basically staying almost exclusively at her place. So the first weekend I s... read more

Duke04 May 20, 2017 84%

Nicole and I the final chapter

So I haven’t written any stories in a while , so if you read mine before you should like this one I didn’t write it yet cause it’s about my last encounter with Nicole. Very sad day for me lol but a very good story. So here goes........ Nicole and I had been going over a year now and everythi... read more

Duke04 March 7, 2018 92%

Ginger loses her virginity

My friend's father, Mr Webster, had turned out to be anything but the pillar of the community he pretended to be. Despite his regular Sunday church attendance with Mrs Webster, it transpired he also enjoyed the company of other men. He was certainly enjoying me, and within a few weeks I had fal... read more

Ginger__57 March 26, 2018 90%