Free Shemale Stories

Meeting Amanda

I’m a happily married man. My wife Tess and I have been together since we were teenagers. We were each other’s first real lovers and being in our mid-thirties by now, we still madly in love with each other. Tess and I always are very honest and open to each other. Both in normal life and sexual... read more

rforasht July 20, 2022 100%

Girl from Uncle

Tonight, I have to tell it all. It’s no secret that my uncle and I had a very special bond he had been eyeing me with those adventurous eyes from the time that I was 14 years old. And frankly I enjoy his ogling. I could feel my nipples get so hard when he looked through me with those alert and spark... read more

Regina10 February 14, 2024 87%

The Big Tiddy Goth Girl

Hannah and I went to the pool in my apartment complex. This was my first time dressed as female in public and I was loving my new, feminine tan lines. To keep a long story short, while tanning we were perv'd on and approached by a guy calling himself Mark. He was desperate for our attention and fumb... read more

KaceyKlarissa February 23, 2024 100%

Amy Finally Lives Out Her Fantasies Part 2

"Wow! What got into you?" "I don't know, I just decided to finally loosen up and go with my desires," she explained. "Did you enjoy it?" "Are you nuts? I LOVED every second of it!" I exclaimed. Figuring the alcohol played a very large role in her sudd... read more

shemale lover September 15, 2011 75%

Sweet Sherri

"The fuck you want," the girl hissed through her teeth. Well, it's hard to say. For one, this was the one night of the week at the particular club that was tranny night. Unless the lucky woman was either a straight freak or had been exposed to the scene, there weren't too many people wa... read more

shemale lover October 31, 2011 100%

Bethany's Secret Part 1

-1- By the time my senior year of high school rolled around, I was 18 years old and I’d never had a girlfriend. This fact always bugged me because I knew I was good-looking, funny, and popular, but I still couldn’t get girls. The reason was simple shyness. I was terrible at talking to... read more

shemale lover December 18, 2011 100%

Case of the Jealous Transsexual Chapter 2

Dee-Dee was becoming a little possessive after the 2 times that we had seen each other. She began calling me everyday, emailing me, wanting to know when will we see each other again and so on. To tell you the truth I had moved on. I had done everything with Dee-Dee that I felt could be done on a phy... read more

shemale lover March 19, 2012 100%

Changing My Grade

Ms. Kelly Arnold, at the front of the class, was looking at her senior students. Her eyes rested on Katie, a gorgeous blonde hair girl with a small waist. She was wearing a very short mini-skirt that rose higher than mid-thigh when sitting down and a lacy tank-top that flaunted her huge tits. She wa... read more

shemale lover April 15, 2012 83%

The transexual seduction

There was this guy that was horny as hell one not so he decided to go to a bar to pick up some women. when he got there he looked around to see any gorgeous women. out of the corner of his eye he saw the most beautiful gorgeous woman he had ever seen in his entire life. The woman he was staring at h... read more

shemale lover May 1, 2012 62%

Hannah home alone with her big tits and big cock

I transform into Hannah taking over her body, I have huge breasts size 34F and they sag a bit, I have a perfect flat stomach, big round wobbly ass and thick thighs. I also have a huge cock, about 10 inches long making Hannah a shemale. I am in my bedroom and I hear my parents shout up to me sayin... read more

shemale lover May 20, 2012 66%

Brazilian Heat

At twenty-six I did something I had been trying to do since I was eighteen. I finally took the vacation I wanted. Ever since my freshman year of college I had been trying to get to Brazil for spring break. Spring Breaks came and went and never once did I make it to Brazil. All I knew was that I was ... read more

shemale lover August 26, 2012 100%

My first foursome with shemales

I just want to say im a straight guy i love women but lately i have had dreams about fucking shemales, now im only 5'9 and have a 5 inch cock 6 inch fully erect. now i watch a lot of lesbian porn and im a little curious about shemales. now some girls i have fucked say im a great pussy lic... read more

LordLucian January 20, 2014 80%

My First Sex with Tgirl

This is story about me......Hope you all enjoy it I was 19 years old and itching to have sex like every normal teenager. Years of jerking off to porn had only expanded my imagination and made me want to fuck a girl even more. I was turned on by just about anything and everything except gay porn. Ev... read more

sach February 16, 2016 96%

That night....

I was extremely nervous when I pulled out my phone and dialed the number. Never before, in my wildest dreams, had I thought I would act on one of my strongest fantasies. I knew I would be nervous when I first met her, but after exchanging pictures and seeing that big, fat cock of hers, I knew I ha... read more

bigTHICKY May 8, 2017 81%

Slut indiscretion

At 17, I had reputation among the people in my world. I had sucked more dicks than the average hooker. I had slept with men of every race creed and color. You can even throw in a mentally challenged lad or and autistic child as well. All because I loved getting sex. I think that a penis is the sexi... read more

Regina10 September 16, 2020 77%

Debbie Part 3

When Mistress returned in the morning she found Debbie frantically trying to please her mechanical master. Her head was going back and forth on the dildo, her tongue moving with practiced ease. To Mistress pleasure and surprise the silly bitch had found out that giving the dildo the deep throat trea... read more

shemale lover December 22, 2011 75%

Jenny and Penny

Jenny and Penny were two beautiful girls who were very far apart. Jenny was 14 had long blond hair that reached down past her bum, had Big tits, long legs and was popular. Penny was 17, had black hair reaching past her shoulders, had small tits, long legs, and was really unpopular. Both were bro... read more

shemale lover January 1, 2012 100%

Pleasantly Surprised

It was Friday night and Robert was sitting at home alone. His roommates were both out on dates, and his girlfriend, correct that ex-girlfriend, had moved all of her things out three weeks ago. It had been one of the dullest months in his adult life; four weeks of sitting in front of the television, ... read more

shemale lover August 31, 2012 100%

R Is for Rita

After my debts began to mount, college fees and all that, one of my mates from Brum suggested I try to earn a little extra cash. I was surprised when he told me how. He said he'd done it and ended up with a couple of hundred extra most weeks, sometimes just for an evening's work. "It's easy,... read more

shemale lover September 5, 2012 100%

Transsexual Sisters Chapter 3

Part 3: Their First Men Dawn and Cassie searched for Michelle and Nicole. They did not appear to be anywhere in the club. Pixie saw them looking and told them: "Your ladies left a long time ago with their new friends Marty and Brandy." Pixie said. They left me a note for you. "H... read more

shemale lover September 7, 2012 100%