Gay Ladyboy Stories

38 results
Orientation
Length
Source
Infinite Scroll

Lexius Academy for Boys Ch. 03

by walterio on Sep 14, 2017
Gay Male

NOTE: This story contains gay sex and sex with a lady boy. ***** FRIDAY PRACTICE FOLLOWED BY FUN On Friday afternoon, tennis practice was light with focus on ground strokes and serves. After practice Coach Andrews announced the strategy they would use against Manchester Academy. He knew there was no way they could beat them head to head, so he shuffled hi...

Lexius Academy for Boys Ch. 04

by walterio on Sep 14, 2017
Gay Male

HORNY SATURDAY MORNING A week had gone by since the big win over Manchester and the Lexius team had won their following two matches and were still undefeated. They would face Manchester again in 10 days. The Friday match was tougher than it should have been but the team had prevailed 3-2. There was no practice on Saturday and the boys were grateful for that...

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...

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A Teen Seduced and Hooked on Anal Ch. 11

by walterio on Aug 21, 2019
Gay Male

DINNER WITH TRACI Eric took Traci to dinner at a very upscale restaurant. She looked amazing and no one would have ever guessed that she had a dick. A number of men with dates even checked her out. She wore a black cocktail dress and just the right amount of jewelry so as not to be gawdy. The dress was cut a couple of inches below her knees and showed off h...

A Teen Seduced and Hooked on Anal Ch. 03

by walterio on Jul 17, 2019
Gay Male

Thursday was a needed day of rest but on Friday, Eric was back at his neighbor's house. It was a cool overcast day so they stayed inside. They were in Scotty's bedroom in his bed. Eric looked down at his neighbor and watched as his big dick slid in and out of the shapely ass. It was a sight that Eric had come to love. His impressive cock would disappear into...

Thai Boy Ch. 01

by tattoo_dragon on Mar 18, 2020
Gay Male

When I turned thirty, I decided to treat myself to a month in Thailand. Bangkok is like Third World Asia on steroids. A wild clash of dusty streets jammed with taxis and tuk tuks that veer off into tranquil and immaculate temple compounds. On scorching hot days I visited the Royal Palace, Wat Pho with its massive, reclining Buddha, and the ancient, stone...

Tales from Schooner Street: Carl

by kurrginatorX on Feb 6, 2018
Gay Male

He had apparently looked at his Caller ID when his phone rang, for I was greeted with a very enthusiastic, "Carl!" when Rick answered his phone. "Hey, Rick," I greeted him in return. "I just finished my route and was wondering if you were up for anything." "Yeah, sure," he answered. "When?" "I'm about five minutes away," I told him. "Okay. Let me jum...

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...

Hangout with Harry Pt. 02

by periergos on Aug 18, 2017
Gay Male

** Hi - Many thanks for clicking - I hope you enjoy my humble efforts. I'm really interested in any comments or feedback - please let me know your thoughts! I'm also looking for someone who could assist with editing and other bits prior to publishing - feel free to get in touch. Do let me know if there's interest in this story continuing. There are a coupl...

Fun in the Afternoon

by isoro1 on May 19, 2020
Gay Male

I was recently widowed, now living alone. Sure, had friends and family members that were there for me. However, I really needed a little more than that. I had the "urge to merge" but did not know where to look. So of course, I went online. Yeah, I was looking for sex, but a little more than that. Not sure how to describe it. I was surprised at how many wome...