Free Shemale Stories

A Couple And A Shemale Encounter

Not long ago I was sitting home alone on a Friday night with nothing much to do and feeling horny so I decided to go out. I showered, misted myself with my favorite perfume, put on a sexy black bra, rolled on a silky new pair of jet black sheer to waist pantyhose, slipped into a tight, very short, l... read more

shemale lover August 26, 2011 75%

Once wasn't enough!- my 2nd shemale exp

So after my first experience I got really into the porn I bought movies magezines got on websites just couldn't get enough. But watching it wasn't enough I had the real thing once and wanted it again. It had been almost a year now and only one person knew about what I had done that one fat... read more

Duke04 April 1, 2017 78%

HOW ONE PEEPING TOM MORNING TURNED ME INTO A SHEMALE SISSY BITCH

It was while cutting across his back trailer park lawn around 7pm on misty July Saturday evening, when I first discovered that Mr. Parker was really a fag. How else could you describe a man wearing a long blonde wig on his head while below he wore only a large somehow stuffed pink lacey woman's bra ... read more

CDDIXIE4U January 8, 2019 100%

Hot Trannys & Ebony Shemale Cum

I've always considered myself as a huge fan of heshe cum & porn vids. You tell me what else a man needs besides a tgirl's cock, a nice portion of shemales fucking and sucking & loads of transgender stories to tell the guys... Forget about the usual trans sexual pictures & pre-op transsex... read more

shemale lover March 27, 2012 100%

Buffy the Shemale Vampire Slayer Part 2

Buffy waited until twilight, hiding out in her bedroom, as she tried to come to terms with the bizarre fate that had befallen her, thanks to the Feral demon's bite. It wasn't easy, psychologically, physically, or otherwise, to have gone to sleep a girl and to have awakened a hermaphrodite. She wasn'... read more

shemale lover August 19, 2011 71%

Giving Away Virginia Holton

Today would have to wait, thought Marla Holton as she hurriedly gathered her bag and notebook in preparation for a no-holds-barred departure from her office at Prism Design. As general manager she had the privilege of arriving and leaving at will, though no one could ever fault her for not putting i... read more

shemale lover October 8, 2011 50%

Lesbian adventure with a shemale

My name's Kimmi and I used to be a stripper. Guys liked me because of my long blond hair, slender build, and sense of humor. They also liked my 36C breasts :) I danced at a place on Sunset Blvd in Hollywood. The stage was gorgeous, had a generous runway, and beautiful lights. I loved dancing there, ... read more

shemale lover August 11, 2015 90%

Satan Shemale Bimbo Sissy Doll Chapter 2

Sindra rolled down Routs 666 and 12 miles later pulled up to a big black gate. There was a cop of sorts at this gate too. It was Betty page with gigantic boobs. Betty was all in black leather and wore a leather cops hat. She strutted on over with a bump and a grind and demanded to see Sindra's toon.... read more

shemale lover August 28, 2011 40%

My lesbian shemale adventure

My name's Kimmi and I used to be a stripper. I'm a genetic girl, and I always had a wild streak. Guys liked me 'cause of my long blond hair, slender build, and sense of humor. They also liked my 36C breasts :) I danced at a place on Sunset Blvd in Hollywood (this is a true story, so I won't use t... read more

shemale lover January 19, 2015 93%

Satan Shemale Bimbo Sissy Doll Chapter 1

At just 22 years of age Johnny was bored and disgusted with his life. He would spend his nights in satin and leather with his face made up in a long blonde wig. He would become Sindra, a creature of the night. Sindra would pull on her long black kid gloves and masturbate to photos and fetish cart... read more

shemale lover August 28, 2011 50%

Spankys mother cloths torn off on stage reveal she has cockoc

Erotic website remake of the little Rascals short film remake of Beginners Luck. The audience is laughing hysterically at Spanky attempts to open his stuck helmet. Spankys mother, a blonde beauty peeks out at the audience from the stage wing, as the crowd’s loud laughter, nervously biting her finge... read more

kucksissylicktoman June 16, 2020 80%

The Best Shemale Cam Free Experience

He was nervous about going on that Shemale Cam Free website. He felt like his hands were shaking, but in reality they really weren’t. He created his username and he was ready to turn his webcam on. But first, he had to get ready. It took about half an hour when he finally decided he was rea... read more

shemale lover August 10, 2011 100%

Buffy the Shemale Vampire Slayer Part 13

Buffy's cock slipped out of Baubo's mouth, and she licked the smooth skin of the stiff, elongated shaft with her tongue. Baubo had no hands, but, even so, she was a superb cock sucker. More than once, she brought the Slayer to the brink of orgasm, then backed off, letting Buffy's sexual passion abat... read more

shemale lover August 23, 2011 80%

Male or Shemale, Still a Slut

Part 1 My name is Brandon. I'm 18 (still in high school), 5'5", white with black hair, and rather feminine. I'm really slim with barely any body hair. All this has combined so that I'm not so popular with the ladies, which sucks cause I am one horny son of a bitch. Luckily, I'm rather fond ... read more

shemale lover December 20, 2012 100%

Alessia Travestita Hung Mature Blonde British Porn Star

Alessia Travestita Hung Mature Blonde British Porn Star If you like Transexuals, big cocks, bondage, domination, deep throat, fisting, spit roast, 69, ass fucking, cum swallowing and big loads this story is for you. If not don’t bother reading. If you like my story please leave comments and ... read more

darrell January 3, 2022 100%

Bimbo Bombshell

Chapter Two - Your Place Or Mine? It was obvious that continuing in this behavior was probably not going to go over well with the employees, the customers, or the owner who was now looking over in my direction with his eyebrow raised up and a disapproving look on his face. "Hi. I'm named Jake. ... read more

Hardrock51Fifty April 8, 2024 50%

Bobbys Preggo Shemale Turn

This is a story about how a 14 year old normal guy became a sexy 16 year old pregnant Shemale. It has many similarities to real events. Bobby was a normal guy. he grew up in a good family and was fairly popular. One day when he was in 9th grade his class recieved a new teacher. Her name was... read more

shemale lover August 18, 2011 62%

Buffy the Shemale Vampire Slayer Part 5

By the time that Buffy arrived at Rupert Giles' apartment, the former librarian, her ex-Watcher, had just finished reading a new volume of what Edgar Allan Poe, in The Raven, had referred to as a "curious and quaint volume of forgotten lore." He'd just settled the large, leather-bound volu... read more

shemale lover August 19, 2011 100%

Special Shemale Fun

Everyone in the hallway jumped slightly, turned and quickly looked at the tall girl near the sound of the slamming locker. Satisfied that there was no crisis at hand, the kids at the school mostly went about their business. Of course, there were the few admirers that glanced at the girl at the locke... read more

shemale lover February 6, 2012 100%

Buffy the Shemale Vampire Slayer Part 15

The Slayer looked at the witch's ass. It was beautiful, she thought. Round and smooth and creamy white, each buttock seemed a half moon. Willow's impaled anus showed within the deep cleavage between the silken globes, its rim riding the stiff cylinder of Buffy's cock as she plunged it into the witch... read more

shemale lover August 23, 2011 100%