Gay Shemale On Male Stories

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Infinite Scroll

Husband Anon Chance

by Open4Husband on Mar 9, 2020
Gay Male

There I was with a cock in my mouth for the first time ever. I was in a stall at Denver International while my wife was likely at our gate waiting for me so we could board the plane. None of that mattered much to me at that moment. I was given this chance. I was given a chance to live out a fantasy. I was given a chance to earn the approval of the owner of t...

My First Gloryhole Visit

by Gregjm on Sep 14, 2017
Gay Male

I visited a gloryhole for the first time last week. I was not very experienced as I have only sucked off a few shemale escorts before, and they usually don't cum because of hormonal treatments. But I was quite curious after reading about them on the web. I chose 11:30 on a holiday Friday in a sex shop. When I got there, there were a number of cars in the lot...

My First Cock in Years

by Bostonsnowball on Aug 18, 2017
Gay Male

As I was driving home after a weekend away, I started thinking about going to the Paris Theater. I was feeling very aroused since I hadn't jacked off in several days, I needed to feel a pair of lips on my cock. I had been there before and always had some guy slobbering on my cock within 15 minutes of walking through the door. I parked as close as I could, t...

Internet Holiday

by Sean943 on Jan 20, 2020
Gay Male

My current assignment in Den Haag was nearing completion, time to look for a new assignment; first, I would take a few weeks off. Where would I go, what would I do when I got there. Being a solo traveller has its restrictions. Checking out options on the web, I came across someone looking to share a cabin on a cruise ship. I sent him an email saying, I was p...

Curious and Horny - 22m

by toddmac781 on Dec 25, 2018
Gay Male

One night a few years ago, bored and horny as usual, I found myself stroking my cock to some porn and decided to peruse Craigslist. The usual posts were there. Old guys trying to find some younger cock, a few weirdos, and the usual straight guys testing the waters. One post stood out to me. 'Curious and horny-22m.' I clicked on it and very frankly he expla...

The Long Trip

by TheBlackStallion on Mar 6, 2018
Gay Male

Editor's note: this story contains scenes of non-consentual or reluctant sex. This is my first story, please give me some feedback. Parts of this story of true, some of it isn't. I'll leave you to decide * I've been a young sailor for almost two years now. We've been at sea for almost 75 days. Tomorrow we will be pulling into Thailand. It's been a long ri...

The School of Freedom and Love

by Jam18 on Aug 18, 2017
Gay Male

Oh, man, it can't be morning already. I rolled around on the bed and checked the time. "SHIT," I said out loud. It was 5:30 a.m. and I only had one hour left to say goodbye to my room, to my house, to my life. Ok, maybe I was being too dramatic, but being sent off to boarding school wasn't my idea of a great eighteenth birthday present. Yep, that's how I was...

Drunk at College

by johndovinski on Sep 19, 2017
Gay Male

*** Author's Warning: I've never written anything that's published anywhere before. I've read A LOT of Literotica stories and it took a lot of nerve to just write something on here. This story is a bit of an extended fantasy about what I wanted to happen at a very specific time in my life, but names and details have been changed to protect the innocent. Than...

Mind of Straight Married Cocksucker

by silkstockingslover on Sep 14, 2017
Gay Male

Summary: The 10-part philosophy of a straight cocksucker. DISCLAIMER: This story is based on a couple years of research and conversations with straight men who are curious or are cocksuckers. Although I am female, I find a man sucking cock hot, I suppose like most men find two women hot. Thus, I thought I would, based on my many conversations with straight...

Experiencing Oral

by Jjdoesit1 on Aug 18, 2017
Gay Male

This story is of my discovery and my first time with a dildo in my mouth and my first experience sucking a man's dick. Yes, this story is true and yes, the names have probably been changed (lol). All subjects are well over 18. Feedback is certainly welcomed, I will answer any questions as I see them. Enjoy, JJ. ***** The question has been asked "what wa...