Gay Shemale On Male Stories

22,784 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2024 SmutMD.com

Teenage life

by JONASger on Jan 1, 2018
Gay

I am an eighteen years old, young man. I am 6.1" tall and a bit muscular, with a nice, big ass. I go to a school in L.A, where I live since 7 years. I really like all of the teachers, even tho I like the male ones a bit more. My math teacher, the teacher I like the most is a bit smaller than me but looks very, very fit and his bulge in his pants look re...

Open in Reader

Truth or Dare with the Guys

by BartyTrinky on Sep 29, 2016
Gay

Your name is Matt, and you just hit the lottery! Today, you just cashed the check - 450 MILLION dollars You immediately think of one guy to celebrate with - your friend, Brian. You have been friends with Brian ever since you moved to Las Vegas. You're both 21, and he's been Your best friend here. You've also known since you've met Brian that he's gay. At 6'1...

Open in Reader

First Cock Came From Old Friend

by Trinni69 on Aug 31, 2017
Gay Male

It was Saturday and I had nothing to do so I decided to go for a drive. I got into my car and headed out of the city in no particular direction. After driving for a while I realized I was close to Jim's house. We have been great friends for years but have not seen each other for a long time. I decided to surprise him by dropping by unannounced and see if he...

Third Trip to the Dream Boutique

by toddmac781 on Apr 17, 2019
Gay Male

I happened to have a rare afternoon free in the middle of the week. With no one to bother me, I could enjoy some fun for myself. So, naturally, I decided to go to the local theater and enjoy the day there. I've described the theater's layout in my previous stories, so I won't use as much detail as usual describing them. I had already scoped out the booth...

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...

First Trip to the Fantasy Boutique

by toddmac781 on Apr 3, 2019
Gay Male

A rainy, fall afternoon I made my first trip to the Fantasy Boutique. It's an adult bookstore in the edge of Philadelphia with toys, DVDs, magazines, and also has private dances, private viewing booths, and a three room theater. I walked in casually enough, and made my way straight back to where I realized they had girls giving private dances. On the opposi...

Hot Ch. 02

by FantasyWorld2010 on Aug 31, 2017
Gay Male

********** It's hard to explain, but sucking his dick that night ignited something within me. There was clearly a sense of control over him, but the feel of his warm meaty flesh sliding across my lips and filling my mouth was intoxicating. It's as if I'm addicted to it now. The truth is that I have never wanted to try it, was repulsed by the thought of it,...

Experimenting with Cock

by abiguy on Sep 14, 2017
Gay Male

What happens in this story is true. Only some names have been changed. Enjoy. See the bottom for my contact details. :) _____________________________ I was 22 and at the time did not have a girlfriend. I had a habit of jerking off at least once a day if not more. Starting masturbation at an early age made me bored by "normal" porn star videos. Leading me t...

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...

Second trip to the Dream Boutique

by toddmac781 on Apr 3, 2019
Gay Male

This is a true account of my second trip to the Dream Boutique. A Friday night, after doing some work with friends, my horniness got the best of me. I pulled up to the Dream Boutique around 1:30 am. It's open 24 hours, far enough from where I live, and always frequented by horny guys looking to get off. I went to the cashier to get a two dollar bill that...