Gay Tail Plug Stories

2,523 results
Orientation
Length
Source
Infinite Scroll

The Hanky Code Pt. 16

by His_fag_wife on Sep 14, 2017
Gay Male

Melinda opened the door to a very large guy, not tall but fat almost round. He waddled in smiling and sweating profusely. He carried a large Gladstone bag giving him the air of an old fashioned Doctor. Mistress Caprice said "Welcome Mr Smotherer, I hope you're pleased with your pig." "Ohhhhh yes, she looks perfect, I really have worked up a sweat on the wa...

Beach

by cunningluvr on Sep 14, 2017
Gay Male

I love summer, sun, the beach, skimpy swimsuits and cock. I'd just received my latest swimsuit order: a shiny sky-blue lycra g-string with a micro pouch that barely contained my cock and balls and lifted them straight up and out. The back tapered from a tanga-style thong to a thin little strap designed to show off most of my brown pucker when I lay face-do...

Old Man Discovers... Ch. 10

by tnwriter on Sep 14, 2017
Gay Male

last sentence of chapter 9.. take your mind off.... * Sitting across from Fred, on the couch I think..WOW!! Tits and ass, instead of tits and pussy? With a little cock thrown in? My mind started racing back to all our other encounters. Just a couple of old guys having sex? Would I ever have sex with a woman? Was I gay or bi? Fred did say maybe someday a c...

Dave and Scott Pt. 04

by willowview43 on Sep 14, 2020
Gay Male

Scott had rammed a huge butt plug in my ass while we watched my brother get fucked by his son, and told me to keep it inside me all night. He wanted my asscunt loose ready for a hard fucking the next morning. I went back to my bed but I didn't sleep much that night - the plug was so big I could feel it stretching my hole. A tight cockring was around my cock...

The Hanky Code Pt. 15

by His_fag_wife on Sep 14, 2017
Gay Male

Mistress Caprice stood in front of me and looked deep into my glazed eyes, as I rocked up and down on my rubber cock. "I had to pay a pretty penny for you bitch, after so many people had watched some of your more extreme videos. A lot of very depraved people could see just how much use you might be." "But I wanted you before your inevitable trip to the far...

Demands on Him Ch. 03

by latenightkiss on Aug 30, 2017
Gay Male

I stared at my boss, dumbfounded by his presence on my doorstep. It had been more than a week since I'd seen him, and I certainly hadn't invited him to my house for tonight's party. The last thing I wanted was to ring in my New Year with the reason for all my hard-ons this week. "Gonna let me in, baby boy?" I stepped out onto the porch, closing the door be...

Farm Boi Life Ch. 03

by Sungmehetu on Feb 6, 2018
Gay Male

Sorry for the long absence. As this was the most requested sequel, I made sure Ryan's adventure to be the first now that I have spare time to write again. ALL Characters are over 18. ***** I had to strip the sheets the following morning and found two slaves kneeling outside the bedroom door as I carried the damp, sticky bundle. "Alpha Chef, we will take...

Boredom Leads to an Awakening Ch.02

by Rheese on Aug 31, 2017
Gay Male

I sat there, Tuesday night, with the phone in hand, knowing deep down that there was no way I wasn't going to call him. The experience had left me shaken and confused. I knew I wasn't gay. I knew I wasn't attracted to men. But there was something about him. I couldn't stop thinking about it. The sound of his voice ordering me to do things that I had never th...

Suspension Sessions Ch. 02

by DomThoughtful on Mar 12, 2019
Gay Male

The following story is complete fiction. It deals with sexual activities between two male eighteen year old high school seniors and their older male vice principal. If such content offends you or violates your community standards, please stop reading right now. ***** Todd and Aaron emerged from Mr. Gibson's office, still in shock about what had just happen...

The Hanky Code Pt. 08

by His_fag_wife on Sep 14, 2017
Gay Male

A round of applause went through the room accompanied by some cheering. It seemed I had done well as Masters' pig. As I squatted, completely spent, with my ass pussy completely filled by the huge barrel, filled with nearly 2lbs of rubber, not just stretching my actual pussy but also my insides. My lips still covered in cum and piss, I was still involuntaril...