Free Shemale Stories

My Girl Friend and A Shemale

I walk up to the door of my girlfriend’s apartment. As I start to slide the key into the lock, I can hear slight muffled noises from inside. As the door slowly opens, I am met by the sight of my girlfriend laying with her legs spread wide open on the couch and her super sexy friend Shayla, w... read more

tgirlloverme September 7, 2011 100%

My Girlfriend's Friend Shayla

I walk up to the door of my girlfriend’s apartment. As I start to slide the key into the lock, I can hear slight muffled noises from inside. As the door slowly opens, I am met by the sight of my girlfriend laying with her legs spread wide open on the couch and her super sexy friend Shayla, w... read more

shemale lover June 14, 2011 100%

Shemale Solo Tube And Practical Jokes

"Dude, you know I mean you good", my friend John was saying while he was dragging me out of bed, "You're spending way too much time inside and I have a treat for you!" I hated John's surprised - he had all sorts of crazy, stupid ideas, like painting my dorm room in black while... read more

shemale lover February 22, 2016 100%

Caught Out In Lingerie

I had only just started my new job in a big new department store. I had forwarded my CV almost as soon as the foundations were poured, and I watched as the big new building took shape. It was to be the biggest and most modern store in the county where I lived, and I was determined that I was go... read more

shemale lover August 25, 2011 100%

by a Shemale Part 2

I was awaken early Monday morning when Felicia lightly kissed me on the cheeks and said it was time to start my hormone regimen. I looked at her and she had her left hand opened and she had a white pill and in her right hand a glass of water. I was no longer fighting or resisting especiall... read more

shemale lover August 29, 2011 100%

My Girlfriends Friend Shayla

I walk up to the door of my girlfriend’s apartment. As I start to slide the key into the lock, I can hear slight muffled noises from inside. As the door slowly opens, I am met by the sight of my girlfriend laying with her legs spread wide open on the couch and her super sexy friend Shayla, who... read more

shemale lover August 30, 2011 100%

A Shemale Vacation Part 2

We sat there staring despondently at the ground. We had searched through all our bags and pockets and had nothing like the money we needed to pay for the hot sex sessions we had each enjoyed with the hot, hung Dutch whore. The guy, the pimp, who had previously been all smiles and friendly encouragem... read more

shemale lover September 5, 2011 100%

Man or Mandy?

I had just ridden into town on my Harley to enjoy the local motorcycle rally. I checked in at the hotel, tossed my gear into my room, then jumped back on my bike and headed into town. I rode around a long lazy curve and saw a car on the opposite side with its hood up, and a beautiful round ass, b... read more

shemale lover September 11, 2011 100%

I Knew Her Secret

I had a serious crush on the postal lady, I would wait on her until I saw that she was coming and then I would either make up some reason to go outside and exchange words with her or I would watch naked from inside of my house. I know it sounds perverted but I just couldn’t get enough of her. ... read more

shemale lover September 20, 2011 100%

Angel & Victoria

Angel was a beautiful young girl living with two of her best friends, Monica and Amanda. All were transsexual, and the three shared everything together, from clothes, their sexy intimates, lovers, and each other's bodies. Angel was the youngest, at 23, a Japanese anime lover and the most... read more

shemale lover September 23, 2011 100%

Allison is Born

What a wonderful day this is. This is the first day of my new life but before that I should give you some history about me. My name is Allison, I am a 24 year old male that lives in a small town in Ohio. My father died when I was very young and I was raised by my mother. I guess you could say I am i... read more

shemale lover September 24, 2011 100%

My First and Last Girlfriend Part 3

I was lying completely naked on the bed, with my dick in a semi erect position, and she was next to me, playing with my hairless balls, and sliding from time to time her middle finger under them caressing all the way to my ass and then right back. I kept my eyes closed, and enjoyed every secon... read more

shemale lover September 28, 2011 100%

An unexpected kiss under the rain

Army Bear left that morning leaving me horny as hell. I couldn't go back to bed without playing with myself for a while. I opened my Pandora box and I took out my 9 inches, big dildo. I played with it for a few long minutes, burying it all deep in me thinking of him. Doing a few hits of poppers, I f... read more

HotVersatileTs October 5, 2011 100%

Sarah, My First

This is my first submission I thought I'd kick of with one that I would love to happen to me, if you don't like transsexual/gay stories this probably isn't one for you, if it is enjoy and I hope you enjoy. I've always wanted to enjoy another cock in my bed but never had the guts to do it I suppos... read more

shemale lover October 6, 2011 100%

The Perversion of Bev - Part 1: The Beginning

“Some fucking romantic weekend this is turning out to be” thought Bev as she sat alone in the hotel room. Phil had told her he’d booked something special to celebrate their Silver Wedding anniversary and she’d been so looking forward to a weekend away without the kids. The fi... read more

shemale lover October 11, 2011 100%

My afternoon getting some (true story) BB creampie

It was a Sunday afternoon and I was emailing with a guy I just met on craigs list. I was having a few drinks while starting to get in the mood. We exchanged phone numbers had a little chit chat on the phone, he told me he was straight but always wanted to experience a TS. Well this is the type t... read more

shemale lover October 16, 2011 100%

Cuba

A trendy upscale bar in La Jolla on a warm Friday night was not what I had planned. It's not usually my crowd, but a friend asked me to join him and I didn't really have any plans for the evening. What the hell I figured, I might even meet someone interesting. It's a warm summer evening with a li... read more

shemale lover October 24, 2011 100%

My Beautiful Surprise

Mark Holloway groaned as he sat up in bed and reached behind him to touch Madison. It was six o'clock on Saturday morning in Birmingham, Alabama. His hand met only a cool pillow and undisturbed sheets. Then he recalled with an increase in his heartbeat that she was due to arrive at the Birmingham In... read more

shemale lover November 1, 2011 100%

Barbara & Vikky Part 2

One day, after ue were some months into our relationship I received a perturbing phonecall. It was Vikky in tears after one of her new guys had dumped her. I listened disinterestedly, just happy inside to consider which colour thong I should buy Barbara for an upcoming dressup session, and how she'd... read more

shemale lover November 2, 2011 100%

Joey Says

My sister Beth had phoned to say she was in the neighbourhood, and could she call in. In fact she had a few days and could I put her up. It had been ages since I had last seen her but of course she was very welcome. I am Mat, 28 and recently separated from Kate. Beth is a year younger and as far ... read more

shemale lover November 5, 2011 100%