Gay Tail Plug Stories

2,523 results
Orientation
Length
Source
Infinite Scroll

Beautiful Violation

by CarnalDavid on Sep 14, 2017
Gay Male

My wife had got me a pair of new shorts for rugby for Christmas. They looked fine, so I didn't even bother trying them on. I put them in my gear bag last night, and headed off to training. When I got there we were one man short. Outside the changing rooms someone got wind of this and offered to make up the numbers. He came in and introduced himself. He was a...

Lunch by the Lake

by mikecjr1998 on Aug 30, 2017
Gay Male

It all started when I had lunch by the lake, near where I work. I was in my truck parked in a parking area with a nice view of the lake enjoying a Sandwich, when a car pulled up next to me. I didn't really think much about it, until after a few minutes I glanced over and noticed the guy next to me was looking at me, I just looked straight ahead and continued...

A Friendly Wager

by binroe on Aug 18, 2017
Gay Male

I stared blankly at the television. It was a chip shot. A gimme. My favorite football team had just missed a 22 yard field goal that would of won the game. Hell my 14 year old neighbor could of made that kick. What rubbed salt into the mental wound was my girlfriend, who was dancing around the living room with glee. We had made a little wager on the game a...

The Harrington School for Boys Ch. 02

by AgentK on Oct 15, 2017
Gay Male

After Aidan delivered his file to the smirking headmaster, he quickly made his way to his room, still blushing in embarrassment. His roommate Graham looked up from the bed where he was reading a book. Aidan suddenly noticed something - the bed. There was only one. "Th-there's only one bed?" Graham smiled slightly as he sat up. "Yeah. It's meant to teach us...

Humiliation

by AgentK on Oct 15, 2017
Gay Male

"Renton Elliott Abernathy, come to the front of the classroom, please." Renton stood and did as his teacher asked, his eyebrows raised in curiosity. "Such a shame, isn't it, that the most talented young mage in his class is also an arrogant, disobedient little brat? Perhaps a severe punishment will help you realize the error of your ways." Renton looked e...

The School's Fuck Toy

by Nasties on Sep 14, 2020
Gay Male

***This is 'one of them schools' where everyone is 18 years or older.*** I am an 18-year-old boy and I attend a catholic school. It is one of the best schools in the state. Most local political leaders, successful businessmen and other famous people actually attended this school. It is a well-funded school that does tend to focus the most on its sports faci...

Addictive Sub Stances

by KenjiDeSade on Aug 31, 2017
Gay Male

The following story is a fictional account. The characters are entirely unreal and so are their situations. Thus no direct attention was paid to probability or safety for the characters. Such practices should not transfer over to real life situations. Practice safe, sane and consensual sex. For your own damn good. If you have problems or issues with queer po...

A Night Out and In!

by Wheelbearotx on Jan 7, 2019
Gay Male

I was just home from work and jumped in the shower. I was going to make a little dinner for myself once I rinsed off. Looking forward to a night of television and video games. I could entertain myself easily for the evening. Dad had a cocktail party for work later this evening, leaving me to my own devices... Or so I thought. I had just dried off when he wal...

My Sweet Bitch Ch. 03

by JasonClearwater on Jun 18, 2018
Gay Male

Author's note: After receiving instruction from Master Kleine on how to teach his slave to give good oral, Jaspar agrees to learn how to get the best from his slave's ass... * * * * * So, there I was, sitting on the side of Kleine's king-sized bed, about to learn how to get my slave to better service me with his ass. We were definitely going to use Sam fo...

The Home Inspector

by bottomincharge on Apr 14, 2020
Gay Male

"Good bye honey" I said as I pulled him toward me for a kiss. Each morning he left for work I made sure to make kiss him in a way that he could never forget where home was. My kiss beckoned him to massage my tongue with his passionately as he slid his fingers in between my ass cheeks over my underwear. As we massaged each other's tongues he forcefully patted...