Gay Sissyboy Stories

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It Was So Exciting

by sindyxdresser on Aug 18, 2017
Gay Male

It was about 230 am Friday night when I walked into the Crypt adult book store on 30th Street in San Diego Calif. The Crypt's usual clientele was mostly gay men, and tonight was no exception. I felt my face burning as I walked back into the peek booth part of the store. These booths had no doors or curtains so offered no privacy of any sort. There were sever...

His Overpowering Need Pt. 01

by BillyBobHornton on Aug 18, 2017
Gay Male

John sat on the bed in the motel room, anxiously waiting for the man from the agency to arrive. He had come directly from the office, having already told his wife that he was going to be working late, possibly all night. Such things weren't terribly out of the ordinary so she had grudgingly accepted it. He just hoped he could still face her in the morning....

Fantasy Out Of Control

by gbr2004 on Aug 18, 2017
Gay Male

I'm a divorced man living in Las Vegas. Recently retired, live alone and live a relatively normal life. I'm in decent shape for my age, 5'8", 180, and stocky build. I have been straight for the majority of my life. For the last few years, I have started to think more about getting together with another man. It goes beyond just this, as I want to be submissiv...

College Fund Ch. 07

by bjmichaels on Sep 14, 2017
Gay Male

"I want to be naked with you," I whined to Marty, "is there any night we can be together? Maybe spend the night in a motel?" I already knew the answer. His wife, Miriam, told me she will intentionally be out of town Friday night so I could lure her husband to the motel. It was simply a matter of Marty working up enough nerve to meet me in public instead of...

Gay Cave Escape

by Hypnodip on Mar 11, 2021
Gay

Drip! Drop! Drip! A staccato of water droplets add to a quiet and dark ambience. A nearby rock is dislodged, crashing with a large boom. You awake with a jump, chilled from the rock floor you were sprawled on. The room you're in is almost too dark to be traversed. You can see three ragged walls surrounding you, sprawling upward out of your limited night visi...

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New Man of the House

by RSchwuler on Sep 14, 2017
Gay Male

I had owned the house for three years now, in a town by the beach that was a short train ride from the downtown where I worked, and it had always been my intention to rent out the converted apartment over the garage to a tenant as an additional income source. The house was nice, a two-story craftsman-style home with a high-fenced backyard and stone patio c...

Party Pizzazz Ch. 02

by bjmichaels on Oct 6, 2020
Gay Male

Party Pizzazz Ch. 02 by BJ Michaels If Tommy hadn't kept such a close eye on me all night at the party I would've ended up as a boy-toy for one of those rich men. That's what he told me afterwards in the car on the drive to his apartment. "Lucky for you I happened to overhear those five assholes bidding on you or you'd belong to one of them now," he said...

My Fantasies Ch. 08

by bjmichaels on Jul 17, 2019
Gay Male

Turnabout is Fair Play I don't know what it is about me that makes people think I am gay. Sure, I'm only 5' 6" and weigh 130 pounds; am shy around girls and display undue reverence towards alpha males and older men - but that doesn't mean I'm gay, does it? Yeah, okay, I admit it -- I am a compulsive masturbator and some of my fantasies involve men's di...

Job Evaluation - Employee of the Month

by VeryCuriousIan on Mar 18, 2020
Gay Male

Ian's turnaround at the company had been miraculous; his work rate, appearance, attitude, and demeanor were exemplary. His colleagues couldn't believe the change in him; luckily, none of them had ever stayed late to see how he was trained. Carol had boasted to her female colleagues how her hands-on training had brought about this amazing rebirth. Even Ian...

Down The Path Ch. 02

by gbr2004 on Sep 14, 2017
Gay Male

Next chapter in my story of my domination by a stranger I met online. * I waited to hear from him again. At first, I didn't know if I really wanted to get together again. The first time we met, at times it was a little more intense than I was looking for. After a few days I couldn't get him out of my mind. I couldn't believe how badly I wanted him to call...