Gay Top Turned Bottom Stories

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Journey of a Middle-Aged Man

by bdavidson on Feb 26, 2019
Gay Male

My decision to act on my sexual attraction to men came in my late 40s, and in erratic fashion. Oh, I had been curious in my teens, avidly reading paperbacks about gay sex, and masturbating to stories filled with sucking cocks and anal sex. That continued on and off over the years, but the choice to actually do something about it did not come about until the...

House Rules Ch. 05

by EROTICbearscribe on Jul 31, 2019
Gay Male

Chapter Nine BEYOND THE PINK DOOR For the next hour I explored the sissy wonderland which Daddy had created just for me. It was a bedroom fit for a sissy princess. I guess that was me now, Kitten, Daddy's sissy princess. There was a closet of pretty clothes and shoes. The large dressers were full of so many girly things my head was spinning. There was a...

Erotic Encounter with My College Friend

by aslamkhanm44 on Jul 4, 2018
Gay Male

This incident happened many years back when I was 26 and my wife had gone to my in-law's place for delivery. I had not had sex for a few months now and always had a raging hard... I had stopped my sexual adventures with other women & men after my marriage, which were quite a lot before marriage. I had been a bisexual for all the life I can remember and vers...

Casual Hookup with Younger Guy

by Jbearisthe1 on Oct 29, 2018
Gay Male

I should start off by saying that I am a 40 year old married man. I have always been attracted to men around my age. Mostly bear types, and definitely masculine. I guess being in the closet, and not very experienced, I had my own assumptions as to what other gay men were like. For example, feminine means bottom, or not manly. Younger means submissive, and/or...

A Bi-vacation in Cape Cod

by walterio on Jul 17, 2018
Gay Male

FIRST TIME A day after arriving at the home of my aunt and uncle, their 20-year-old son Ricky and I headed for their summer home on Cape Cod. They would be out on the weekend but we would have five days to ourselves first. Once we arrived and unpacked, I took a leisurely shower and as I soaped my 6'2" 180-pound frame I thought about scoring with some New En...

James and Carl after Vegas Pt. 03

by sj_53 on Sep 16, 2017
Gay Male

James Carl and I settled back into our day to day routine working and making love. We had been together over two months and never had a disagreement let alone a fight. This was just too good to be true. It was great, but I needed more. I loved being submissive but wanted to do the fucking once in a while. I knew Carl was a total top and would be upset if I...

Arthur

by LittleTommyTudor on Aug 18, 2017
Gay Male

Here I am sitting alone on the banks of the mighty Mississippi contemplating diving in and ending my miserable life. At the tender age of twenty-two years old, I had fallen from being on top of the world to being at the bottom, with no hope in sight. I was born the son of wealthy parents, with my father being the head of a fortune 500 Company, and my mothe...

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...

First Time Bottom, Married Guy

by Jbearisthe1 on Oct 3, 2018
Gay Male

I had joined a hook up site months ago. I am married, but have this urge to fulfill some man on man fantasies. I consider myself to be versatile, because I have had fantasies of ramming my cock into another man, but also submitting myself to having a man slide in and out of me as well. About 60% of the guys on the site list themselves as bottoms, 30% as ver...

Teacher Discovers Tommy's Fetish

by Goodlittlevirgin on Aug 22, 2018
Gay Male

MR Brown was tidying up the University gym dressing room when he found the phone, it wasn't unusual for one of his pupils to drop their phone, he pressed the button, there was no lock on it. "Careless" Mr. Brown muttered to himself. He went through the contact list briefly but it did not identify the owner, he clicked on the facebook app but there was no s...