Gay Anal Virgin Stories

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Quarantine: Day 1

by Gingermedic on Mar 30, 2020
Gay Male

This is my first time writing a story. please let me know what you think! This was not how I expected to spend spring break, locked in my apartment with my roommate for 14 days. We were told we can't leave until the incubation period for this virus was over. I need to think positive to get through this, at least I have my roommate David. A little bit about...

Trucker Turned Me Out Pt. 01

by homewreckingpizzaboy on May 20, 2019
Gay Male

That night around 7, as I was checking out online dating apps but, not finding much of interest in my area other than the typical one word- "hey" or "looking" conversations. It had been a while since I had been with a guy but, I was not desperate by any means. I was just about to give up when, it refreshed and a new one popped up. The tag line said "Trucker"...

A Wonderful Friend Pt. 01

by cruiser5050 on Mar 16, 2020
Gay Male

It was about six AM as Mike looked at his watch as he started to take his early morning walk. Mike looked around as he walks around his neighborhood this early in the morning. He saw it is going to be a beautiful warm day, and Mike enjoyed being 65 years old. Mike kept himself in shape throughout his life by going to the gym. Mike thought as he walked, threw...

My Journey into Bisexuality Ch. 01

by kinkymmale on Aug 18, 2017
Gay Male

This is a story about my first bisexual experience, but before I get into the details of what happened, let me explain myself a little bit first: I am a 26 year old married man that has been married to a beautiful wife for 3 years. Our sex life has been incredible! I have always wondered what it feels like sexually from the woman's perspective since I first...

I Thought I Wanted It Rough...

by LonelyVirgin on Sep 14, 2017
Gay Male

Let me start off by saying I'm straight. I'm very attracted to women, but feel absolutely no attraction to men. When I was younger, I always had a fascination with anal sex. I don't know why, but from when I first started looking at porn on the internet, I was always looking for anal sex. The odd thing was, I wasn't so focused in on the penetration of all...

The New Slave Ch. 09

by martin_x59 on Sep 14, 2017
Gay Male

Next morning I awake to the smell of breakfast. I'm in my cage but this time the cage is in Sir's bedroom. I stayed awaked for as long as I could last night just listening to the sound of his breathing as he slept. Sir comes in and lets me out of the cage takes me to the kitchen and feeds me as he had done before. "We have a visitor today," he says. "Who i...

Initiated by an Older Man

by honestWithWifie on Jun 9, 2020
Gay Male

I am a 60 year old male and this is my true coming of age story. This may not be jerk off material. It happened ... This was the seventies. I had just turned eighteen and was still living at home with my parents. We were living in suburbia on the outskirts of New Orleans. New Orleans is famous for the French Quarter and the gays who live there. I was young...

A Backfiring Bet

by REINER BENT on Sep 14, 2017
Gay Male

It was a cold winter night. A few friends had gathered at my place to watch a ball game. We had drunk a couple of beers each and we were looking for something to do. The game was due to start in an hour or so. Suddenly, an idea came to my mind. "Let's play truth or dare," I said triumphantly. "Good idea!" Chris said and the other two guys, Pete and Paul, a...

It's About Time

by oldfloridaboy on Aug 18, 2017
Gay Male

Well, just fulfilled a secret fantasy of mine I've been carrying around for over a decade now. I'm a fiftyish married guy that was a straight as they come in my younger years and never considered anything sexual that wasn't of the hetero fashion. As I became more involved with computers and the World Wide Web I encountered another world that I had never been...

Another First Time Ch. 01

by sr71plt on Aug 18, 2017
Gay Male

[This is chapter one of a completed seven-chapter novella that will complete posting by the middle of November 2016] ***** "I don't believe it. That must be photo shopped." "I assure you it happened. The Office of Training officer assures me that the two of you rutted around just like that in the woods not far from here." The senior agent who had been at...