Stepbrother Stories

235 results
Orientation
Length
Source
Infinite Scroll

My Stepbrother's Wife

by Tattletale on Sep 18, 2017
Loving Wives

I gawked like a harebrained schoolboy when my stepbrother Paul walked through my front door with his beautiful wife Holly clinging to his arm. Paul's eyes roamed up and down my wife Laura's beautiful body while I sized up his wife's curves. The flirtatious glances we exchanged laid the groundwork for one of the most exciting sexual experiences of my life. P...

Brotherly Love Ch. 01

by wannabeluver1991 on Sep 13, 2017
First Time

Chapter One: Blind Date "Really Tammy," I said a she tied the blind fold around my face. "Come on Kat. You can't have a blind date without really being blind," she teased. "It's not like I will be able to see who is in that closet anyways. It'll be dark in there," I said as I folded my arms across my chest. I was nervous as all get out, and I could not...

Fire in the Night Ch. 10

by sunnylynn on Sep 16, 2017
Mature

When Caitlin finally pulled away from Shanna, she had a beaming smile on her face...until her eyes moved to the door of her hospital room. It was her mother, Anne, and her stepfather, Stanley, standing in the doorway that made the smile turn to a grimace. But it was the sight of her stepbrother, Billy, standing behind them, that made the blood drain from her...

A Horny T-Girl Story

by SugarandSalt on Sep 13, 2017
Transsexuals & Crossdressers

I saw Brooke's car in the driveway and told Jennifer to drop me off up the street instead. I waved goodbye to my friend as she drove away and then quickly dove into action; running across the yards of our peaceful suburb back to my house. I crouched down as I got closer and peered through the pickets of our fence. "You got a problem with me?" Brooke asked m...

It's Just a Business Transaction Ch. 02

by Mythrana on Sep 26, 2017
Non-Erotic

His piercing opaline green eyes glanced sideway at his partner for the night with a bored drawn look. Artificial beauty he mused sardonically. She was perfect alright, too perfect. Sonja Matthias was one of the more successful stage actresses around Philadelphia arts and cultural front. Poised and polished, she was highly demanded for her acting skill. At th...

Letter from Teehan Creek

by justincbenedict on Aug 18, 2017
Fetish

Dear Shoeblossom: It is so weird writing to you! I'm almost twenty-one, and don't know a whole lot about dominance and submission, except that my stepbrother Ludovic is into it, and I've gotten involved in it with him. Kinda. Ludovic is just the sweetest guy, and he raised me after my stepdad left and my mom was committed to the nuthouse for schizophrenia....

Letter from the Rocky Mountains

by justincbenedict on Oct 8, 2019
BDSM

Dear Shoeblossom Men call me a tease. I guess I come by it naturally. I love getting guys in trouble. I remember when I was about nineteen or twenty, getting to know my new stepbrother. Mom had married a fire-and-brimstone preacher type, he was rich, and I think later she got sick of him monitoring her TV time and then she took him for a lot of cash. But...

The Plant Whore Ch. 03

by brownsugar1976 on Sep 13, 2017
Group Sex

Continued from Chapter 2... * For the next few weeks, I practically lived and breathed sex. Sometimes, I would be working on a report at my desk, and David would buzz me into his office to suck him off, or for a quick ass fuck. Sometimes both David and Luis would be waiting for me. Whenever they were together, they always squirted their cum on David's desk...

The Tick Incident Ch. 02

by bess_armstrong on Sep 25, 2017
Exhibitionist & Voyeur

Richard awoke the next day still in a state of euphoria. It felt like Christmas Morning, only Christmas had already come the day before. This was just the sweet aftermath. Richard had lived out the exhibitionist desires that had always existed deep inside his heart, and got to enjoy those blissful with the woman he cared about the most. Carrie had brought...

A Common Situation

by RonCabo on May 29, 2018
Erotic Couplings

It was a common situation: their parents married making them step-siblings, and the world as they knew it ended. It was less about them not liking each other than the fact that each resented the other for the intrusion into their lives. And to make matters worse, his mom had passed away years ago and her dad was out of the picture so neither had another pare...