Gay Big Cock Shemale Stories

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Gloryhole Illustration

by MVP6 on Jul 15, 2020
Gay Male

In my last letter I wrote about my first experience sucking cock. It was really great and if you want to read about it the title of the story is "Costume in a Costume." In this letter I will share my next interesting experience: It was now August and I was anticipating Halloween which would be here soon. This year I was planning to dress up as a woman aga...

The gay virgin's dilemma

by newpaulman on Dec 24, 2019
Gay Male

Dan had often daydreamed about being fucked. But there was a time when he thought only of oral, and the fact that he had never had a cock up his arse made him doubt that it actually happened or was even possible. Then he started watching gay fuck movies and he actually saw erect penises sliding into anuses. It fascinated him and he started experimenting on...

Rest Area

by Patrick2380 on Sep 14, 2017
Gay Male

It was about 10 pm and I had been driving for about 3 hours on my way home to DC. The drive down 70 East is curvy, but I have been making the trip quite often lately so even the mountains and hills weren't enough to keep me awake anymore. I decided I had better pull off at the next rest area to grab some coffee and use the bathroom to get me through the se...

The First Time with Tom

by claysm63 on Aug 18, 2017
Gay Male

Tom and I had been friends for several months. We worked at the same business park, and were in the same carpool with a couple of other people who worked there. I had started bicycling a couple years before, and when I told Tom about it, he said he'd been considering getting a bike so he could get in shape. I told him I'd love to ride with him if he decided...

My First

by michael1k on Aug 18, 2017
Gay Male

This story is one of a situation from my past. As an adult I now have a lot of different fetishes but one I have always had is kind of weird, I have and asshole fetish. I love them. Pink, puckered, & hairless (or almost). I'm not one for nasty hairy assholes just the smooth ones. I love licking them, playing with them, fucking them just about anything you ca...

A Change of Heart for Leander Ch 06

by RobMontague on Sep 19, 2017
Gay Male

[[Some back story in italics. Hope you like it.]] The classroom was noisy with the excited talk of children. A new term had started and they were all catching up on what they had missed out on. Gossip was being swapped, rumours already starting and girls were fawning over some of the boys at the back. Frank Falmer, Jason Biggs and Nile Rosenthal were three...

Tan Lines

by KeithD on Sep 23, 2019
Gay Male

I nervously waited in the Philadelphia International Airport baggage claim area for Angus Talbot to pass through from his return from three weeks in the Bahamas. That was half the time I'd been working for him, transferring from the Chicago office at his request. At twenty-five, I was in my first job following graduate school as a concept artist at a major a...

My Hot Uni Roommate Ch. 12

by CreamStuffedTwink on Jun 8, 2020
Gay Male

Author's Note: Decided to make this chapter a bit longer since there's a fair bit of fluffy intermission. Also wanted an excuse to time-skip the story just a little bit without doing it in multiple chapters. Previously in Chapter 11: "What a good boy you are, staying put the whole time and all. Your butt looks nice when its all rosy and sore-looking. Unfor...

Levi Ch. 01: The Abandoned

by jdylanh9 on Sep 1, 2017
Gay Male

All usual disclaimers apply. My last look into the mirror acted as the most important. I always stared at myself in the mirror for a couple minutes making sure I looked as good as I possibly could before I left the house for a night out. During this time I also donned the only scent I considered worthy to be on an image of perfection such as myself, Acqua...

When Love Takes Over Ch. 02

by fuzzyNOLA on Sep 25, 2017
Gay Male

I planned on going straight to the office after leaving the job site, but after thinking about my first meeting with Reed (and, if I was willing to admit it, a bit horned up by the luscious Rico), I decided to go home first. I knew Reed planned to work from home this morning before heading out of town on a business trip, so I hoped I could catch before he...