Gay Sissy Spanking Stories

1,613 results
Orientation
Length
Source
Infinite Scroll

The Wolf and the Mirror

by MMuradUmar on Sep 14, 2017
Gay Male

"Who knows? Not me. We never lost control." -- Kurt Cobain, from David Bowie I noticed the young doctor the moment he cautiously opened the kitchen door with his worn canvas duffel bag hanging over his slumped right shoulder. His eyes looked bright but tired. The best word I could use to describe him would be complex, or maybe distant, as if he was a bit...

Black Cock: 1 Day Changes Everything

by silkstockingslover on Sep 25, 2017
Gay Male

Summary: Straight married man can't resist black teen's huge cock. Note 1: This story is dedicated to goamz86 and to making one of his fantasies as real as possible. Note 2: Thanks to goamz86, Robert, and Wayne for editing this story. Note 3: Although this story is mostly a GAY interracial story, it is really a much deeper story about one man's lengthy jo...

Married Guy New Experience Ch. 04

by Marriedandneedingmore on Sep 19, 2017
Gay Male

This is the fourth part of my first story. I hope you have read the previous parts to understand how I have got to where I am now. As usual I welcome any comments or suggestions. Still unsure what is the right category!! I'm assuming Gay Male but could be BDSM. ***** It's now four weeks since my life changed, still debating whether for the better or not....

Joe Tom Ch. 02

by perihelion on Sep 14, 2017
Gay Male

Lecky's was really busy on a Tuesday night. The local Jaycee organization held a meeting on Tuesday nights and there was always a crowd. I worked my ass off. Naturally, the cook's wife had their baby on Tuesday afternoon and one of the waitresses called in sick. I had to work as pizza chef and occasional waiter and cashier. The only positive thing about it w...

Shooting Matt Ch. 16

by Turbidus on Sep 14, 2017
Gay Male

Randy moves ahead with plans to upend his life. Kent joins him and more mysterious happenings ensue. And some sex, sex ensues as well. I mean it is supposed to be an erotic story. Thanks, as always to LarryInSeattle. I hope you enjoy. ====== If Kent's idea had been for me to get a good night's sleep and then send me on my way home in the morning fully re...

Calluses Pt. 06: Raw

by MrMister23 on Jan 7, 2019
Gay Male

**********This is part of a dark, rough story with lots dark, rough gay sex. If that's not your thing, be warned! Otherwise, enjoy! Thanks. -MR********** The rest of the afternoon was a strange, nightmarish blur. I know it lasted for hours, well into the evening, but I only remember bits and pieces of it...hazy moments like dim shadows on concrete walls, th...

They Are A-OK Ch. 39

by fantasyhunter2 on Sep 14, 2017
Gay Male

Note: I post this in gay male so as not to offend any straight men that would read it if I posted as group sex or some other category. My regular readers know that my characters have complex sex lives that do not easily fit into neat boxes. * Two days after the talk with Nateal I was back in Donald's bed, consummating my position as first man so to speak....

Hercules across the Hall

by timmywells on Sep 2, 2017
Gay Male

A tale about domination and hero worship involving an 18 year old lad and a man over twice his age and size. *** This was no way for a kid to spend his last summer before heading off to college and the real world, I thought to myself while I looked out the window of the boring two-bedroom apartment I shared with my Mom, or at least it wasn't the way I had...

An Italian boy in Camford Pt. 08

by WittePiet on Aug 18, 2017
Gay Male

[If you get confused by all the minor characters, you can find a complete list of the characters by clicking on WittePiet, then on the Biography tab and scrolling down to the bottom of the page.] Chapter Fifty: Two telephone conversations between Sandro and Dom (1) D: Hi Sandro, please can you give me your mother's E-mail address, and I will send her a le...

Jocks of the South Pt. 12B

by scottgoulding123 on Sep 14, 2017
Gay Male

Chapter 12B: Family Feud Nick and Francis took a good ten minutes cleaning each other up, and getting all of the cum off of Francis' face, before they finally straightened themselves off and opened up the bathroom door to their hotel room. "Hey there," a familiar voice came, making the both of them jump. Nick turned his head and instantly felt his heart st...