Free Shemale Stories

Ally

I was at a customers' house doing some yard work as they had paid me in advance for just minor clean up, pulling weeds, mowing, trimming the hedges. I was finishing trimming the hedges in between the neighbors and their house and as I finished up the neighbors' wife came out or so I th... read more

Quib January 23, 2017 68%

Black Cock & Birthday Presents Chapter 3

I raced upstairs but had to come back for my things. Darrell and Angela laughed about how he'd fucked me silly. "Take your time, girl," Darrell said. "I want you all dolled up in case I need some later." As I showered and touched up all the places not fully hair free from m... read more

shemale lover June 26, 2012 57%

Some first date, huh

So I had just gotten this new job at a fast food/dine in kind of place for the summer trying to make some extra money before the fall semester started. And there was this boy named Danny that would come into the restaurant every so often. He was really cute and had nice lean looking body. He was pre... read more

shemale lover June 6, 2013 85%

End of a great thing

So in an earlier story I told all of you about I guy I literally ran into when I was trying on lingerie and it turned into my first sexually with a man. So we had a great time for several months. One night he called me over and we had our usual sexual adventure. After we were done he told me tha... read more

Play1802 March 27, 2014 92%

I love cock!

• Hey guys I’m Jay, let me tell you how I learned I love cock. My first time was in college, and I know they say it’s a time to experiment. But boy did I learn a lot about myself. Like most kids I had a part time job for some extra cash. One of the guys in my department was an older heavyset guy nam... read more

lkusex June 3, 2021 87%

My ex Black Ts Girlfriend

God how I miss her she was my brown skinned small waist big booty nubian mami, We met online and Ill never forget the feeling I had driving over to met up for the first time. .. She was on her front porch waiting for me, smoking a cigarette. I pulled up to see her in some super small shorts tat her ... read more

Ur Papi Chulo January 18, 2016 90%

My first Tranny

After a recent breakup and a few years of fascination I finally got the urge to post a M4T wanted add on craigslist. After several unwanted offers from old men I was finally send pictures and the number of a sexy Latin shemale named Ana. After exchanging text messages for about 15 minutes I was fres... read more

cubanpapi305 May 13, 2015 100%

Two tgirls in one day

Two T-Girls In One Day I just got sucked and fucked by two t-girls in the one day, back to back, so to speak ;) This was a first for me. I was feeling very horny and wanted to meet up with one of my favourite t-girl escorts so I sent messages to two of them, planning to go and see the first one t... read more

xanykeyx September 17, 2014 100%

Huge black cock

A person with a huge black cock asked what I would do to him to make him feel good as well as make me feel good and I told him I would start by licking it all over lick, lick, lick, with lots of saliva to masterbate you at the same time as I lick your big long fat cock -then I rub your saliva licke... read more

goodgurl34 November 4, 2019 50%

She was a he

Few years back I was in a bar in London getting a round in for the lads before we hit Fabric. I will be the first to say I'm not the fittest of guys and rely a lot on my charm. I took the drinks back to the table and returned to the bar to grab mine when a stunning Asian girl caught my eye and smil... read more

shemale lover July 21, 2014 96%

Black Cock & Birthday Presents Chapter 6

We went back to our suite. I had no idea what time it was. I'd forgotten how many cocks I'd fucked. It was comforting to see an empty bed when she put me down. When I awoke, I was being spooned, my head under the chin of the black man holding me. His skin seemed familiar but I didn't recall anyon... read more

shemale lover June 26, 2012 100%

Catching up with the biggest cock

I have recently written with an account from my diary about the biggest cock that I’ve ever seen and someone saw the experience and wanted to know more as I had said that I met him a few times. So, I can bring that right up to date now because I have recently been to see him again. But let me go bac... read more

lkusex June 3, 2021 100%

Riding the Lakefront

I finished my training session and went to my car to get my bike. I always worked out and then rode the lakefront in Chicago. This was routine..Wednesdays and Saturdays. Wednesday, I finished my workout and headed to the path. It was 6:00pm and I rode from the Hollywood curve to 71st Street and back... read more

shemale lover April 7, 2012 66%

Riding the Lakefront Part 2

The event that actually changed my life began when I needed to piss about 6:30pm while on my bikeride. Tightfitting bike shorts were worn because of the padding in the ass area. But had I worn a pair of shorts with a zipper, none of this would have happened. Had I not worn a zippered tight biker shi... read more

shemale lover April 11, 2012 100%

An itch that finally got scratched

Hey all! New to the site, but have been a major fan of TS/CD etc since I was a teen. I remember always fantasizing about what it would be like if I was to ever get an opportunity to make the fantasy a reality. Well, I finally got that chance and took full advantage of the situation and I wanted ... read more

sizeman April 10, 2013 95%

Nice body slide before tgirl fuck

The other day I visited a new tgirl, Paris, who advertised on an internet site. I was really attracted to her ad because she said 'orgasms are more fun with me' and in retrospect I think she was right :) the thing I really liked was that she started with a body slide with me lying on m... read more

xanykeyx September 30, 2014 75%

Desiree

I was walking around the local mall just doing some casual wandering shopping, not really looking for anything including what I found. I rounded the corner and there stood this amazing creature with long brown hair, deep blue eyes and the fullest lips I have seen in some time. She was a fuller fi... read more

Quib January 23, 2017 71%

Run

I felt the cool night air hit my face as I barreled down the long sloped driveway. The rope around my ankles and knees had converted my movement to just a pathetic hop. Each hop I took caused my aching feet to hurt even more. Just my luck, I had been on my feet all day long and now the opportunity o... read more

ASSEaster5678 July 10, 2018 42%

LE GARÇON DE LA BOUTIQUE DE LINGERIE

"Asseyez-vous Robert", m'a demandé Mme Conley. C'était une femme plutôt grossière et autoritaire qui s'en sortait pour 50 ans, je dirais. J'ai fait ce qu'on m'avait dit et j'ai attendu qu'elle - une responsable principale des réclamations à la bourse du chômage où j'ai "signé" pour réclamer mes allo... read more

Femboy 2021 February 16, 2023 50%

LE GARÇON DE LA BOUTIQUE DE LINGERIE ⚧️ ⚧️

"Asseyez vous Robert", m'a demandé Mme Conley. C'était une femme plutôt grossière et autoritaire qui s'en sortait pour 50 ans, je dirais. J'ai fait ce qu'on m'avait dit et j'ai attendu qu'elle - une responsable principale des réclamations à la bourse du chômage où j'ai "signé" pour réclamer mes allo... read more

Femboy 2021 March 25, 2023 50%