Gay Shemales Stories

28 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2024 SmutMD.com

Lost Phone Ch. 01

by flictus on Feb 12, 2019
Gay Male

It all started a couple years ago when I lost my phone. I had when I went to church and then I left in the bathroom, when I got back to into church I realized my phone was not with me and that I had left it in the stall. I went back to the bathroom stall and it was not there. I vividly remember putting on top of the toilet paper dispenser. My mind raced I ha...

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...

Master Comes on Sunday

by Cap_N_PieSissy on Dec 9, 2019
Gay Male

My Master is much younger than I am, and it would be entirely accurate to describe him as a twink. Small, lithe without an ounce of body fat in him apart from a certain softness of his facial features, and packaged in soft, smooth hairless skin. He fully enjoys all the greatest blessings of youth, but there is a devil in him. He found me on the internet. I...

Must. Have. COCK!

by Julian0682 on Aug 17, 2017
Gay Male

Must. Have. COCK! Nervously, he entered the bar. He tried to fit in with the fanfare, the decorations, and being "smooth", but he was here for one reason and one reason only. He needed to worship cock. Julian was once a hetero father of two, who had a fetish for shemales, and had always dreamt of sucking cock, until that night with Tonya. He learned that...

Business Trip

by Diego99 on Jul 16, 2019
Gay Male

This is a true story of my 1st experience with another man while away on a business trip. Names only have been changed for privacy... *** I'm 32 years old married with kids and have been straight all my life - up to now. My curiosity about experiencing with other men started years ago because of watching porn. I was initially into lesbian porn, then threes...

Cat 02

by MeritCoba on Aug 30, 2017
Gay Male

I had not expected to see Cat again so soon. In fact I had fully expected to never see him again because I always felt extremely embarrassed after having had sex, especially when it was just sex driven by lust. The day I met him I had sex with no less than three other men besides him and thinking back about it, it made me feel uncomfortable, because I had fe...

A Night at the Movie turned me Gay Pt. 02

by jamtby on Oct 12, 2020
Gay Male

Entering the room immediately caused my stomach to churn with excitement. Something about entering a place where strangers are in control and you anticipate being involved with sexual activities. The what, why, and how remained a mystery. This only added to the combination of nervousness and excitement. The woman with a strangely deep voice said, "Welcome...

Thomas's Long Hard Night Ch. 01

by wanderinjoekidd on Aug 18, 2017
Gay Male

He should have never gone to the bookstore in the first place, he should have just went on home to his wife, and listened to her bitch and whine about ... whatever. But, he went, and was he ever sorry now. He had cum in his hair, on his face, in his ass, and he wasn't sure where his underwear or his socks were. And the taste in his mouth was awful! The man...

A Night at the Movie turned me Gay

by jamtby on Oct 6, 2020
Gay Male

During my senior year in college I was a busy, serious student. I had a girl friend and we enjoyed time together and an active sex life. All in all I was a typical 20 year old male. Then an unexpected movie changed everything. My girl was out of town on a field trip for a psychology course she was taking. It was Friday night and I was horny. I made the dec...

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...