Gay Ladyboy Stories

38 results
Orientation
Length
Source
Infinite Scroll

Boys of Summer

by walterio on Sep 19, 2017
Gay Male

PRELUDE Roy looked down at his close friend Justin and watched as his big dick slid in and out of Justin's ass. It was a sight that Roy had come to love. His impressive cock would disappear into Roy's shapely ass and then re-appear again. Roy would pull it out until just the head remained in Justin's ass and then Roy would drive it back in causing Justin's...

A Teen Seduced and Hooked on Anal Ch. 10

by walterio on Aug 12, 2019
Gay Male

SATURDAY MORNING FILMING Bruce the director met with the three actors. Eric, a beautiful blonde Carrie and the pretty ladyboy Carla. He explained that neither Eric or Carrie were to know that Carla had a dick so they were to act surprised when they saw it. They had met at a club and Eric had invited them back to his place. Bruce asked Eric a special favor....

The Booth Ch. 1

by C_Duke on Sep 2, 2017
Gay Male

I don't see any shame in admitting bisexuality. The truth of the matter is, I find women attractive, and sex with them highly pleasurable. In fact I'm thinking about them and it most of the time, like most guys. But recently, and essentially through my exposure to more, harder and more varied porn I started to wonder. And then I started to really think ... a...

Two Vietnamese Boys Dominate Me Ch. 10

by whiteasianlvr on Aug 30, 2017
Gay Male

I'm sorry it's been MONTHS since I've last written a chapter to this story. I have finally gotten over writer's block and will try to add a few more over the next few weeks. Please note, this is TOTALLY fiction! I hope you enjoy. ----------------------------------------------- Tan's Perspective After meeting Matt's co-worker Dave, and hearing from Matt ho...

Uncle Jon's Cock Ch. 03

by nylondad on Sep 16, 2017
Gay Male

When I arrived home I took a hot shower. Being with Uncle Jon all day was so much enjoyable for a variety of reasons. One was that I had a much needed and much deserved day off from work. Another and most important was that perhaps I was going to have a suck buddy to play with on occasion. Uncle Jon had been so insistent about getting together "soon" that my...

Never Mentioned Again

by sr71plt on Sep 14, 2017
Gay Male

"Shit, the way this snow is falling, I'm not getting my rocks off tonight." "Steady as she goes, Chuck. Lucky for us there are bars close to the ship. Let's try this one." Naval Petty Officer Three Ryan Stevens pushed open the door of the bar and ushered Naval Petty Officer Two Chuck Adams into a dimly lit bar, filled with smoke and with muted and fuzzy Co...

The Real Thing This Time

by hornyrider on Aug 18, 2017
Gay Male

Readers of my story 'My First Ladyboy' will know that I was spending a lot of time in the Far East monitoring the activities of my company's agents from our London base. The initiative proved highly successful and it came as no surprise when it was decided to establish a small office within the region and I was asked to set it up. I was instructed to make...

Then and Now

by FredTR on Jun 4, 2019
Gay Male

I could feel my heart pumping as I drove. Butterflies fluttered in my stomach. It was hard not to speed but I couldn't risk a ticket. I pulled off the highway onto the local streets. Red lights and stop signs were the bane of my existence. And the 30mph speed limit! UGH!! I had found this place by almost by accident, a random comment about it on a chat foru...

A Teen Seduced and Hooked on Anal Ch. 06

by walterio on Jul 29, 2019
Gay Male

HEADING HOME Eric and Scotty arrived at the airport on Thursday to take a 9:30 AM flight home. It was a three-hour flight and with the two-hour time difference they would arrive at 2:30. It would be an hour ride home from the airport. They both slept most of the way on the plane and when they arrived home, Scotty invited Eric over on Friday. Eric accepted a...

What Would Eve Do? Ch. 02

by StiffClit on Aug 18, 2017
Gay Male

Dallas closed his cell phone and looked down at Luke who had a broad glistening grin spreading slowly across his face. Luke's lips were coated with his cream and looked delectable. Dallas squeezed the head of his cock forcing the last drops of paste to surface on its top. Luke leaned forward, his hot tongue eager to slip into the slit and lap the last drops...