Gay Ladyboy Stories

38 results
Orientation
Length
Source
Infinite Scroll

The Bottom Tier

by Cruel2BKind on Sep 1, 2017
Gay Male

*Hi readers! All characters are 18+ the part in the beginning is only a flashback. This story is slightly confused, but I think it belongs in Gay Male because though my main Character, Kip, has some elements of the feminine persuasion, he still identifies as Male, and all of the sexual encounters in this story are basically gay encounters with some unusual...

The Bottom Tier Revisited

by Cruel2BKind on Sep 1, 2017
Gay Male

*All characters are 18+* Radon and Taylor ran, head down, through the thick filthy sleet. The icy rain had started out as clean white snow, but then it was stained by factory smoke and melted by the roads and buildings it passed. By the time snow got to the Bottom Tier, it was filthy mush that was more dangerous then snow. Snow was insulating, if you didn't...

A Teen Seduced and Hooked on Anal Ch. 04

by walterio on Jul 17, 2019
Gay Male

MORE PORN On Wednesday the three woke up one at a time and headed for the kitchen to get a cup of coffee. Eric was up first so he had made the coffee. It was a rainy chilly day so they decided to hang out at the apartment. Traci suggested watching some porn and Scotty agreed but Eric was indifferent. They looked at the TV as the movie began to play. "This...

28-year-old Bisexual Stepfather Ch. 19

by walterio on Apr 24, 2018
Gay Male

AUTHOR'S NOTE: This series contains straight sex, bisexual sex, gay sex and incest. DAY THREE -- PORT OF CALL SAN JUAN There was no sex in the morning as everyone had to eat breakfast and then meet the outfitters for the daily excursions. Margaret opted to do the tour of the old town and do some shopping in the city. Delia and Chole also joined that excurs...

Romeo, Where Art Thou Going in Life? Ch. 03

by walterio on Sep 14, 2017
Gay Male

ROMEO ACCEPTS MARCEL'S OFFER Romeo slept at the salon the night that he had been evicted form his home. He knew that he had no chance to go back home as his father would never let him return. The next morning Romeo freshened up at the salon and then headed to the barber school. He would return later that day to work at the salon and by then he hoped that he...

A Teen Seduced and Hooked on Anal Ch. 09

by walterio on Aug 7, 2019
Gay Male

MONDAY SHOOT WITH MINDY AND RICKY Bruce went over the script with the three actors. He told Eric that he was to appear nervous and keep his clothes on even after Ricky and Mindy stripped. He was to act apprehensive when they invited him into their bed. The set was a bedroom with a large bed and furniture. "Got it?" Bruce asked them. They all nodded but Er...

A Teen Seduced and Hooked on Anal Ch. 05

by walterio on Jul 29, 2019
Gay Male

ANOTHER WEEKEND BY THE BAY Traci slept in on Saturday morning as she was dead tired from a hectic Friday night at the club. She needed her rest before another busy Saturday night. Eric and Scotty went out for breakfast and did some more local sightseeing around the city. They ate lunch by the Wharf and later returned to the apartment. Traci had already left...

Hangout with Harry Pt. 01

by periergos on Aug 18, 2017
Gay Male

I was suddenly aware that I was awake. You know the way that goes. You're off in some dream world and then you wake up. My head felt groggy and for a second I didn't know what was going on or where I was. My dream was fading fast as I tried in vain to recall more than just a vague idea. The next thing I was aware of was how hard I was. I rolled over onto my...

The Bottom Tier: Ari and Cato

by Cruel2BKind on Sep 1, 2017
Gay Male

*Oh my god! This is the last chapter of the Bottom Tier, and Jesus it's really taken it out of me. I stayed up till four in the morning to finish this one. -_-' The Bottom Tier has always been one of my favorite worlds to play with, my darkest invention. I think I should stop playing with fire, and I will be truly amazed if this chapter makes it past the ed...

A Birthday Femboy's Night Out (Now Public)

by meris on Nov 4, 2016
Gay

My name is Samantha. I wake up in the morning feeling very excited, today is my Birthday and I have very special plans for celebration. I step out of bed and take a look in the mirror, my dark brown hair gone frizzy from yesterday’s antics. I can still feel that guy’s hand gripping a big handful of my hair as he railed me. I giggle musically to myself at the...

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