Gay Strap On Stories

22,764 results
Orientation
Length
Source
Infinite Scroll

A Devil Stick

by lionel_collins on Sep 14, 2017
Gay Male

This story contains bare butt strapping and may not be acceptable to some readers. * Corporal punishment was a way of life for us. Our strict, preacher father would tolerate nothing short of faultlessness from my older brother Paul and me. Paul, though twenty-years of age, was still a regular victim of father's sadistic thrashings; and would remain suscept...

Private Tanner

by TightWhiteHole on Aug 18, 2017
Gay Male

"Okay, okay Gabby I promise I won't jack off for 6 months," Tanner said regretting is words as soon as the left his mouth. Tanner was a young 18 year old, with brown hair and a nice build. Tanner and Gabby had started dating almost 6 Months ago and Tanner was getting tired of waiting for sex. Gabby agreed to have sex with Tanner if he could go six months wi...

Double Punishment

by Guy521 on Oct 8, 2019
Gay Male

Adam and Charlie sat silently outside the headmasters office, contemplating what was about to happen. Both young men had been caught fighting yet again, leaving Adam with a split lip and ripped shirt, and Charlie with a bruised eye. The sound of the headmaster's door opening signalled for the boys to enter. The Headmaster stood behind his desk looking less...

Living a Dream

by HerLittlePiggy on Dec 25, 2019
Gay Male

My wife leaned back on the overstuffed chair. Her pretty green eyes were glazed with lust and she had a hungry expression on her beautiful face. We had been married for over three years and together for six. She sighed deeply as her fingers glided across the slick wet folds of her excited pussy. I had never seen her so excited. Not even the first time we had...

Me & Karen Ch. 04

by BlueEyedNick on Sep 15, 2017
Gay Male

A week later school was out for the summer which gave me and Karen a lot more playtime, playtime that ever so often also included Molly and with Molly came her strap on. Karen totally adored that strap on and I have to admit I was quite fond of it myself. In fact ... I was so fond of it that it wasn't long before I asked Molly to lube it up and fuck me wit...

The Visitor Ch. 04

by Leanne_sissy on Sep 26, 2017
Gay Male

This is the fourth part of my story, based on experience, I am afraid that this episode does contain enforced drugging, please don't read this if it offends and just think of it as a story, fiction, though in this case not. I apologise to those who want immediate sex, my chapters are quite short and this one particularly so, it is quite stressful trying to p...

Turning The Tables

by imhere358 on Aug 18, 2017
Gay Male

Brent wasn't bothered by the games Derrick sometimes played but lately things had been getting out of hand. Derrick had come home two months ago from his History in Lit class after reading about Marquis De Sade with the idea set in his mind for a little bit of different fun. It took Derrick another month to actually convince Brent to go along with him. "Bre...

First Taste of Cock

by Rocket19 on Sep 2, 2017
Gay Male

My latest bondage creation has got to be my finest. It has all the components necessary to make both the slave and the master very happy. I started with some square tube steel; forming it into an upside down "Y" with a crossbar two thirds of the way up the leg of the Y. Both the crossbar and the leg of my inverted Y are adjustable to allow for the height of...

Imprisonment Ch. 03

by AgentK on Nov 8, 2017
Gay Male

Justin looked up with a sigh as the warden opened his door at the end of the workday Friday. He'd been dreading this day all week, and he was just now starting to be able to sit down comfortably after the abuse his backside had taken the previous Friday. He'd considered perhaps trying to stretch and loosen his opening so the next round of penetrations wouldn...

Couples

by jjcole43 on Aug 18, 2017
Gay Male

They met when their children announced their engagement. The wives were forty-three and their husbands forty-four. They were handsome men and beautiful women and all four were soon each other's best friends. Ruth and Jim were the parents of the groom. Linda and Joe were the parents of the bride. Both had a good friend that was a whiz at planning weddings an...