Tomboy Stories

1,641 results
Orientation
Length
Source
Infinite Scroll

Carrie

by Dawns on Sep 16, 2017
Anal

Four years ago as a 14 year old the girl trapped inside my body was screaming to be released from her prison. I had showed up at school on the first day of my freshman year wearing a dress from my sister's closet. I've never worn boys clothing since. Carrie became my new persona replacing Todd. Psychologist Jen Robertson, herself a male to female transsexua...

Lucky Alan Ch. 09

by TLMorgan on Sep 25, 2017
Anal

Alan had been lying in bed all Sunday afternoon trying to recuperate from the wild and raunchy fuck fest he had last night until the wee hours of the morning with the high school varsity cheerleading squad. By the end of the exclusive party, he had given his last load to the bustiest and most untouchable girl in school right in the face. Unfortunately, he wa...

Bisexual: The Life of Stefano

by Samuelx on Sep 17, 2017
Non-Erotic

Stefano Jenkins comes home. He's a twenty-year-old black guy who attends the nearby state college. This buff stud has caramel-colored skin, curly black hair and golden brown eyes. He's the stuff dreams are made of and he's really popular with the girls. The fact that he's also the star of the men's basketball team also had something to do with it. Stefano wa...

Blind Love Ch. 01

by mystikvixen on Sep 19, 2017
Romance

Even before she said hello, Daniel knew that Sophie had entered the room. Inhaling deeply, he breathed in the fruity scent of her shampoo, heard the soft tread of her footsteps on the kitchen floor. Clearing his throat, he said "Hey Soph." He didn't see it, but the sound of his voice made her jump, but he could hear that she had been startled when she re...

A Somali Lesbian at Work

by Samuelx on Sep 14, 2017
Interracial Love

Okay, so I was sitting at my favorite computer inside the Carleton University library when I learned from the client liaison officer of Securitas Canada that I was fired from Bell Canada, supposedly because someone thought they saw me sleeping in the ladies room. What the fuck? I looked at my cellphone like it was possessed and shot the bearded Arab libraria...

Hijab Girls and Shemales

by Samuelx on Sep 16, 2017
Transsexuals & Crossdressers

Call me Sammy, please. I kind of prefer it to my full name, Samirah Taariq. I'm a young woman living in the City of Ottawa, Province of Ontario. The daughter of a Lebanese father and Somali mother. I was raised in the City of Baalbek in Southern tier of the Republic of Lebanon, and have lived in Canada for the past ten years. I'm nineteen years old. My mothe...

A Different Kind of Becky

by Samuelx on Sep 16, 2017
Interracial Love

"Becky, um, this isn't easy for me to say, so I'm just going to say it, I am curious about sex with women," Halima Abdisalam said softly, and the young Hijab-wearing Muslim woman sighed deeply as she awaited her best friend's answer. Becky Kleinfeld looked at the tall, well-dressed, stylish brown-skinned Muslim cutie who had been her best friend for ages, an...

Lathering Up

by nobodyhome777 on Sep 2, 2017
Erotic Couplings

My name is Anna and first let me tell you about myself. I grew up in a house with my dad, my four brothers, and me. That fact alone made me very different from most girls. Added to that, I lived on a street with, including my brothers, 22 boys, and including myself, one girl. I was the most extreme version of a tomboy ever seen. I played baseball, football,...

Reunion

by Wordmate on Nov 20, 2018
Interracial Love

I was on my way to my high school reunion, anxious to meet my old classmates after ten years. Since the day came I'd been a nervous wreck, worrying about what to say once I met up with every familiar face. The party took place in the school cafeteria; noticing how beautifully decorated it was, with a huge banner welcoming back the graduating class. The whole...

Christy

by JH-1 on Sep 17, 2017
First Time

This story is strictly fiction, and is in no way based on any characters or names used. All rights are reserved. Please vote. * We were watching TV, when some commercial came on, I really didn't want to watch. I glanced at my lovely wife Christy. She had lost interest, and had snuggled up to me, and gone to sleep. My mind began to wander... -------------...