Straitjacket Gay Stories

22,617 results
Orientation
Length
Source
Infinite Scroll

Mo' and Mo' Mimi

by dongstar on Jan 15, 2019
Transgender & Crossdressers

"Oh no! Please don't let me miss this train!" Mimi prayed as she sprinted the last few yards toward the special traincar reserved for students of Hyper Academy. Her monstrously oversized cock bobbed comically back and forth, slapping her across the face with each step. The colossal member protruded a full eighteen inches from Mimi's cleavage and was nearly a...

Wilder West Ch. 03

by Sams_Island on Sep 11, 2017
NonHuman

SILVERTON, NEVADA -- PRESENT DAY: Barbara and Gina and their boyfriends Jerry and Paul walked out of the Bijou with the rest of Silverton's teenagers who'd taken part in the Halloween tradition of watching "The Rocky Horror Picture Show." All around them were people in costume, reciting lines from the movie and generally clowning and goofing in front of the...

One Day in Germany

by AndreaJordan on Sep 25, 2017
BDSM

Karin made the short walk from her flat to the train station and waited on the concourse as arranged. 8am was early for her to be up, but this was easy money. As a student she needed all the money she could get and easy money was her favourite kind. She stood at the agreed place, her feet fidgeting in her old tan boots, trying to stay warm. The cold winter...

Beauty and the Bruiser Ch. 01

by TheLateRendezvous on Sep 14, 2017
Erotic Couplings

[Previously, I began a story entitled "The Lunatic Hour." While I enjoyed the opening, it lacked a certain "spark" necessary to continue it. I turned to boards here on Literotica and fortune smiled upon me for I stumbled into the best writing partnership a man could ask for. ;) I will be posting the entirety of our tale, "Beauty and the Bruiser" here for al...

X-Men: The Summers Drive Pt. 02

by Zev95 on Jul 30, 2019
Celebrities & Fan Fiction

Betsy Braddock was a sight to behold. Even out of her justly famous costume, in a unadorned gi, she was a vision. Her delicate Asian features had a boldness and vibrancy belying their gentleness, with her blue eyes being especially fierce, somehow reflecting the Occidental psyche that animated them. And she had the height of a supermodel, her body tall and e...

Slave Girl Emily Ch. 05

by Serafina1210 on Sep 26, 2017
BDSM

Author's note: Here's Chapter Five of "Slave Girl Emily." This is the second and last of what you might call the "defecation chapters." It contains one brief and (to my mind, anyway) intense scene of paraphilia. But you can skip it if you like! Just do this. When Karen says "this will be educational," use your browser's search function to find the word "copr...

Dale's Women

by kathrynmburke on Jun 12, 2019
Erotic Couplings

Dale's Women (Chapter 1) Kathryn M. Burke Dale Willis was an altruist. At twenty-four, of independent means as a result of the early death of his parents, he was constitutionally disinclined to undergo the tedium of pursuing a career. He had had his share of dalliances with the debutantes in and around his hometown of Greenwich, Connecticut, but their...

Master's Pet Ch. 05

by Bonez36 on Sep 17, 2017
BDSM

I started to trade stocks with my free time, I sat at the computer Pet kneeling next to me her head resting on my leg. I place my hand on her head every time I take a break. She looks up at me. "Master may I please you?" She asks I nod she begins to suck me. I allow her to suck me then once I was hard I tell her to sit on my lap. She climbs on my lap wraps h...

Botched Genius

by imhapless on Sep 12, 2017
Loving Wives

I was pleased with myself as I removed my new identity papers, credit card, and cash from the safe deposit box that I had set up nine months ago in anticipation of what had happened. While pleased I wasn't slapping myself on the back because it's what I expected of myself. You see, for better or for worse, I'm a fucking genius. A test pegged my IQ at 180, bu...

Encounter

by Bwalya on Sep 14, 2017
Non-Erotic

Many thanks to goodoldeditor for the editing—the story wouldn't have been posted without it. Gentle ambient lighting, classic blues songs birthed from a retro jukebox, and the symphony of colliding pool balls playing from five different tables constituted the ambiance inside the Southern Cross bar. Most of the people in the bar seemed to enjoy it well enoug...