Gay Sissy Interactive Stories

771 results
Orientation
Length
Source
Infinite Scroll

I Turned Myself Out Ch. 03

by drmweaver705 on Aug 24, 2020
Gay Male

"Warning: this video is designed to turn straight men into gay bottoms. Don't say you haven't been warned..." The female narrator had a breathy, clear, commanding voice. It was a voice to be obeyed. "You've stripped yourself naked and stretched your ass in preparation for the arrival of your first ever top..." In fact, I was naked, lying in the marital b...

Nephew's Readjustment Pt. 18

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments, ideas and feedback are welcomed and sought after! Last part. ***** Cynthia took her nephew out again the next day under the pretense of it...

From Alex to Lexi Ch. 03

by oskarwild on Sep 14, 2017
Gay Male

Awakening Lexi lay in bed with the morning sunlight streaming across his naked body. He was in the fetal position and he could see Max, his new Daddy, lying on his back next to him, sound asleep. Daddy's arm was over his head and Lexi could smell the pungent odor of Max's underarm. They had worked up quite a sweat last night before finally falling asleep....

The Graduate

by kappapride08 on Mar 6, 2018
Gay Male

*My first story on this site. It's heavily inspired by the subplot between Rhys Ifans and Emily Blunt in The Five Year Engagement, with a few changes. Hope you like it!* ***** It was the second day of grad school and I still had a couple of new classes to take. The first class was CIS 505 and it was taught by an Asian professor, Bai Fan. It seemed there wa...

The Pet Ch. 01

by Gman26 on Aug 18, 2017
Gay Male

Here I am, a thirty two year old slave kneeling on the floor next to my Master in the coffee shop. Sure, I used to get strange stares, comments of all sorts, and asked to leave on a few occasions. But those were years ago. I am as common here as I am in the grocery store, the park, the post office, Master's work, and anywhere else really. I am my master's p...

The Tutor gets a Lesson

by mrsensual01 on Jun 9, 2020
Gay Male

It was September, 1972 and I was beginning my sophomore year in college. Academically I was in excellent standing and decided I could handle a few more challenging courses especially when it came to elective subjects. So, I enrolled in a Modern European History class. The class was rather small and after the first session I understood why. The professor app...

My Friend's Dad Ch. 04

by Kent100 on Sep 14, 2017
Gay Male

When I awoke, I was startled to see it was dark outside as I laid alone in his bed. My ass, while a pretty sore, didn't really hurt as much as I thought it might. To tell the truth, remembering what he had done to it, it just felt empty and hungry. The clock on the night stand said it was after 7:00 PM, and the first thing that came to my mind was that my gi...

Little Sex Toy Ch. 04

by keptsissy on Sep 26, 2017
Gay Male

I'm over a complete stranger's knee, butt way up high with his left hand and huge arm wrapped over my back and up under my stomach. He has the flat inside of his left palm pulling me up slightly off his knee. It hurts. I feel him push up into my stomach. He could pick me up like this, pick me up and hold me upside down if he wanted to, he's that strong. He's...

Nephew's Readjustment Pt. 15

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. ***** Nicholas was able to refrain from masturbating that night and the next morning, but only because of the tenderness of his ass. Without access to his genita...

Little Sex Toy Ch. 07

by keptsissy on Sep 26, 2017
Gay Male

The cum all over my face mixes with the tear smeared eye makeup. It's running down my cheeks. It's in my hair, on my neck, I'm covered with cum. The first man that came in my face came huge. He choked me too, deep throat fucked me and made me cry. I've been crying and tearing up ever since. That was three hours ago. He had very large spurts that soaked me,...