Free Shemale Stories

Alex’s Bottom Slut

So when I was younger, I worked at a pizza place as a delivery guy. It was a pretty boring job for the most part but that all changed one night. I got a delivery to just outside of our range but decided to take it anyways because we were slow. When I got there a very tall and muscular black woman in... read more

Jsmithsub November 18, 2019 86%

Mike and Chris Together

Mike's sex life had taken a definite series of turns for the worse. When he called one of his favorite partners, Stella, she apologized for not returning his earlier calls, and told him she had been very busy lately. "I'm really sorry, Mike. I've had some great times with you, and I will alw... read more

shemale lover February 7, 2012 0%

What Lies Beneath (Part 2)

A RENDEZVOUS WITH SUZY – What Lies Beneath (Part 2) We woke in the morning, showered and dressed before going down to make breakfast. Mia must have planned this all with the girls in advance because she had packed a small suitcase with some day clothes for us both. The sun was streaming throu... read more

The Adventures of Mia & Seth August 18, 2020 78%

Big Dick Alessia Visits Dallas

Alessia Hung Mature MILF travels to visit a Big Dicked Man and his Sexy Household If you like Transexuals, big cocks, bondage, BBWs, big clits, deep throat, fisting, 69, ass fucking, sounding, piercing, cum swallowing and big loads this story is for you. If not don't bother reading. If you fav... read more

darrell April 20, 2022 100%

TS Fiorella in Frankfurt

Recently I was visiting Germany for a conference. I was staying in the city close to the train station and checked out the red light district nearby. Walking through the red light district is an experience, on every corner and many places in between there are multi storey brothels where you can wan... read more

xanykeyx October 24, 2019 69%

So good fuck with me and my klients.

Hello, I am Francesca, and I offer company to couples and women. A few days ago, a couple hired me for two hours.The woman was fucking me with her strapon while I was stroking the man's cock. She was pushing her hard cock deeper and inside me, I could feel my ass dissolving more and more. I turn my ... read more

Francheskahotass August 11, 2021 75%

MY TS FOXXY & VENUS LUX FANTASY

Alyssa Gomez and Venus Lux were visiting Newark, NJ and decided to have lunch in the restaurant that I work in. It was a rainy day. The seductive pair were returning back to their suite in the Courtyard Marriott, but not before grabbing a bite to eat. Alyssa and Venus sat the bar and ordered a coupl... read more

I_GO_3WAYZ March 2, 2021 92%

My first time having sex with a Tranny

I have been obsessed with Trannies for as long as I can remember. There is something about a gorgeous feminine woman with a big thick cock that drives me crazy! I turns me on so much that I kept pushing myself further with my love for Trans women. I bought sexy dresses, underwear and heels to wear s... read more

Joe22lovests September 15, 2021 100%

My TS Journey

I'm a straight, married guy in my 30's, at least that how I appear to everyone that knows me. I have an intense obsession with Trans women that I have been indulging since I was a teenager. Over the years this fixation has grown into something that ranged from watching porn initially, to having my a... read more

iconicirish October 26, 2022 95%

A Fantasy - Part 3

Sharon put her cell phone back into her purse, turned to Paula and I and said "I'll be right back, with the Chinese food!", gave us a wink and took out her wallet, grabbed some money and then went off to get our dinner. Paula was sitting on the floor, she leaned back on her left elbow and started... read more

swollenrooster September 20, 2023 50%

Shemale sex on a beach

Had to tell you what happened to me recently. I wrote to one of my favourite shemales last week and was telling her I missed sucking and fucking with her due to the current virus situ. Wished I could travel to see her and have some fun and she told me she was away from home too. I asked her where an... read more

xanykeyx May 7, 2020 100%

Shemale sex on a beach

Had to tell you what happened to me recently. I wrote to one of my favourite shemales last week and was telling her I missed sucking and fucking with her due to the current virus situ. Wished I could travel to see her and have some fun and she told me she was away from home too. I asked her where an... read more

xanykeyx May 7, 2020 92%

A Fantasy - Part 2

Paula begins to grown, ohhing and ahhing. I suck hard and swirl my tongue around on the head of her cock. Sharon has pushed her dildo all the way into my ass and begins to pump my ass with a slow, steady rhythm. Paula holds my head in place and begins to thrust her cock into my mouth harder. "I'm go... read more

swollenrooster September 20, 2023 100%

Very Impatient on a sex fanstay

Are you ready for this Mish?" "Not really but it's too late to back out now." I stood in a dark alley before a metal door shaking with both anxiety and the cold, waiting for the door slot to open and for the night to begin. I wouldn't admit it to my friend Simone but secretly I hoped we would ... read more

ASSEaster5678 July 10, 2018 88%

New Orleans TS dream come true..

In was on New Orleans running water for the victims of Katrina in 2005. I went down to Bourbon St several times an one night I walked into adult fetish store and as I was looking around there was what appeared to be a very beautiful black woman bending over with a very short skirt on. I was admirin... read more

jim3801 September 11, 2018 100%

1st time with Thai shemale

So after months of crosssdressing , camming and phone sex i finally decided to have a meet. I found a lovely Thai shemale on birchplace and went to see her in London. She was gorgeous and put me at ease straight away. After a few minutes of massage she started licking and sucking my nipples, then as... read more

Nutcracker29 April 9, 2013 100%

Loving TS Sex

living in a medium size city 30 years ago, it was necessary to stay into the closet. That way of live is really still the reason why I never outed myself, even after years living in different bigger cities and several countries. I had acquired a taste for transsexuals, considering them the best o... read more

shemale lover December 8, 2013 93%

Charlotte has surprise for Marc

This is a story about a guy named Marc. Marc was a guy who always kept to himself. He was very athletic, and very well built. He loved watching films, playing video games, and recently being on his computer. Marc did this, because he felt that he could be himself around people who didn't see hi... read more

MightyMax1234 May 7, 2014 96%

First Time - Surprise Shemale

I'm an eternal masturbator. I've always like wanking and playing with myself. At a young age I worked out that I likes playing with my ass hole, sticking things in it, walking round all day with something in it. With the advent of the internet I was like a pig in shit. So much porn to be had and so ... read more

shemale lover September 19, 2014 87%

Shemale fun

Recently I've been chatting with a very feminine and beautiful shemale named Lisa. We've been trading photos and dirty talk over chat lines and emails. I've always fanatsized about a cick with a dick and unexpectedly the opportunity came that we could potentially meet. Being married I had to conc... read more

shemale lover November 25, 2014 96%