Gay Cuckold Wimp John Stories

94 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com

My Role in Porn

by Cyanlot on Aug 18, 2017
Gay Male

Like any twenty-two year-old guy whose girlfriend had just dumped him, I was at a bar, drowning my sorrows. I didn't know the bar. Not wanting to run into any acquaintances, I'd picked a dive a few miles from my neighborhood. I'm not much for hard liquor, so I was slugging down beers and spending almost as much time going back and forth to the john as drinki...

Sissy Cuckold & The Old Bull Ch. 02

by DirtyDaddyHunter on Sep 19, 2017
Gay Male

"Now for your turn" leers the old bull, stroking the mushroomed head of his gnarled old cock. The old man starts to get hard again and grabs the husband's head. He slams his cock back in the husband's mouth, brutally facefucking him. "Is that what you want Sissy? To be Daddies pantied cocksucker? "The husband chokes and gags on this vile old man's big cock,...

I Make Believe I'm a Cuckold Ch. 04

by donaldelliott11 on Feb 10, 2020
Gay Male

This is the fourth and final chapter. You should read the others first. This chapter contains a scene of incest between two adults. [Writers love feedback. Please comment on and rate this story. About 99 readers out of 100 do *NOT* bother to do either. Comments help me improve my writing; ratings help other readers find what they most will enjoy reading. Ra...

Failed Threesome

by RSchwuler on Sep 14, 2017
Gay Male

Sarah and I had met Stuart online. He was 42, 10 years older than us. In the sixth months that we had been together, Sarah and I had enjoyed a MMF threesome with a mutual friend twice before, but it been a more conventional affair, both of us giving Sarah all of our attention, careful to avoid crossing swords. Sarah and I were both curious about trying somet...

The Road Sometimes Traveled

by rnumbers123 on Aug 18, 2017
Gay Male

The following is a first time gay tale that grew out of the dark place in my mind. My stories tend to have a cuckold theme. Most cuckold fantasies have a bisexual element. This is no exception, but it crosses a line. It's not uncommon for cuckolds to question their sexuality. As a mental exercise, I've looked at another man in the gym, wondering if I could...

March Madness Ch. 08

by watchdwag on Sep 14, 2017
Gay Male

As we arrived at Larry and Ann's, I couldn't believe how anxious I was to see Larry again and to meet this man, Mark, who had so dominated their lives that they would both allow him to "mark" them as his personal property. A month ago I was just an average guy with a steady girlfriend with perhaps a much better than average sex life. But all that changed as...

My First Threesome Ch. 02

by Cyanlot on Sep 25, 2017
Gay Male

[This is in the category of "Gay Male" out or deference to those fragile souls on Literotica who are threatened by any tales that involve man-on-man sex and, to avoid challenging their fragile masculinity, want those stories in the "Gay Male" category. Those looking for true gay male sex stories may be disappointed. In fact, this is a love story between a ma...

Mel Takes My Manhood Pt. 05

by RSchwuler on Apr 13, 2020
Gay Male

Standard disclaimer: this story is a very over the top work of fantasy, and it contains extreme humiliation, blackmail, and unsafe, non-consensual sex practices. If that's not your thing, please don't read it. Otherwise, enjoy! - This strange new state of affairs continued. Everyday I would report to the gym, strip to my jockstrap, and Cliff, my self-appoi...

Downfall of the Centurion

by RSchwuler on Aug 31, 2017
Gay Male

How did he get here, he had thought, slinging the skinned pig carcass over his shoulder. Lucius Papirius had been the hero of the 9th Legion. Over three storied tours he had aided in he conquering of the northern Barbarian lands and rescued the kidnapped son of a nobleman. His name was sung in the songs of that conquest and the children of the Abentine insis...

Cuckold at a Cocktail Party

by CuckoldGuy on Sep 1, 2017
Gay Male

When I was a young, naive, immature man or maybe I should say boy, I was engaged to be married to a very beautiful, sexual, voluptuous, full figured girl. She had full puffy lips, large rounded breasts, curvy hips with full rounded buttocks. I introduced her to my boss. He was an old wise man and she must have made an impression on him because a couple of da...