Gay Transsexual Stories

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

Movie Night

by dundurn on Aug 18, 2017
Gay Male

I was over at Dan and Suzy's house -- Suzy is my girlfriend, Dan is her brother -- with Dan's girlfriend Andrea, watching movies and eating popcorn. We watched some lousy chick flicks, something with Hugh Grant, and after a while the girls started to get tired. Suzy and I were staying over, so she went upstairs to get ready for bed. "Aren't you coming?" she...

Admitting My Secret Ch. 02

by HerLittlePiggy on Oct 22, 2019
Gay Male

Chapter 2: Gang Bang "Get on your fucking knees pig," the powerful Dom demanded. I was naked in Master Steven's basement dungeon. My wife Julie was fully dressed and sitting in a chair in the corner of the room watching me submit to a man. I was not gay, but I have always been very submissive and I had recently accepted my bisexuality. My eyes flashed at...

Decadent Bottom Breeding Ch. 01

by juicybottomslut on Sep 25, 2017
Gay Male

It was a warm Saturday night in the summer, and after fasting for 2 days straight, and then thoroughly cleaning myself out with various implements and toys, I was ready to ride. The ads on various hookup sites had netted some interest, but nobody was able to host, and I didn't feel like having a bunch of strangers wandering through my house this particular n...

Becoming a bitch

by Testytesterton on Nov 28, 2019
Gay

(Skip this if you don't like boring behind the scenes stuff. Wow! Over 3000 likes and story of the week for my first story here! Thanks to everyone who has liked, bookmarked or commented. The feedback lets me know what works and what might need work. I would love for this to be the most popular story in its category, so if you like the story, "like&quot...

Open in Reader

Old Man Discovers... Ch. 11

by tnwriter on Sep 14, 2017
Gay Male

last sentence of chapter 10...and try to keep from laughing.. Late the next afternoon the phone rings. "Hello." It's Fred. "Hey Mack.How's it hanging. Bet you laughed your ass off yesterday watching me walk home." " It was difficult not to at least chuckle", I said. "Well I spent the rest of the day and part of the night sitting in front of the computer...

My First Time

by bigbazzaboy on Aug 18, 2017
Gay Male

It's not the first time I had been with a man as I was sexually assaulted by a friends brother when I was younger but I don't count that. I suppose that experience even made me more determined to prove another mans cock could be a gentle and pleasurable thing and not the brutal and terrible thing it had been then. I've always considered myself straight, as...

Craigslist Ad Ch. 02

by dvilleman1975 on Sep 1, 2017
Gay Male

After posting my first craigslist ad everything changed for me. I found myself watching more transsexual and mmf porn. I couldn't help but to want to suck the cock of guys in the movie and the only way to ease this urge was to suck one myself. I knew the holidays were coming up and that my family would be going out of town so that would be the perfect time t...

Fixing the straights

by cdbaby on Dec 28, 2016
Gay

You wake up and prepare for your day, unaware that this would be the last day you would be considered straight. You shower as you did every morning and felt the water's warm touch as it cascaded over your skin. You could stay here forever if you could. But you need to start your day and the hot water would run out before long. You wash your hair, then the re...

Open in Reader

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 Boat

by Dawns on Aug 18, 2017
Gay Male

The Finn Master 6100 Royal, a 6.01 meter by 2.3 meter boat rocked gently on the water about three miles off the beach. It was ideal for fishing. Seated on the boat's port side bench, I held my fishing line straight down into the water. My friend sat on the starboard side. Between us there was a bucket of small bait fish. The bow faced toward the horizon. A...