Gay Sissy Boi Stories

901 results
Orientation
Length
Source
Infinite Scroll

Content Pt. 01

by Tsugaru3000 on Jan 21, 2019
Gay Male

"Come on in, Baby." That felt weird. But, it should have been expected. The way we talked before I now stood knocking on his door step. The things about the deepest, darkest parts of my mind that I had shared. It was my first time with him, but we had talked a great deal about the things we wanted. I had been with men before, I just wasn't used to being any...

James Ch. 02: Drugged After the Bar

by vanisland1983 on Sep 14, 2017
Gay Male

I would love to hear your input! Contact me through the contact tab on my profile. Story about a young man who is forced by another. I would warn you about it, but then, that's why you came here to read it you naughty boy... ***** I stopped using Tindr, obviously. I told no one what happened to me. I didn't really believe it myself, and I ignored the ha...

Farm Boi Life Ch. 06

by Sungmehetu on Apr 10, 2018
Gay Male

This chapter is not very sexual, however it will set up the next two chapters. Thank you for hanging out on the Farm with the house and pony bois! (Much of this chapter is related to "Judge Ordered Slavery Ch 4.") ***** "Welcome home Ryan, you have a slave to train. He's no longer a virgin, and I want you to fuck him...daily. The more cock he gets, the be...

The Metamorphous Ch. 02

by eviltwin52 on Aug 29, 2017
Gay Male

I followed the rugged black man down the street. Hanging onto his out turned pants pocket, I struggled to keep up. I had no idea where he was taking me or what to expect. Mr. Vince had sold me to this nameless black man. I think I over heard the price of $150.00. After the sale, I was immediately dragged from the comfortable confines of Mr. Vince's and taken...

We Meet Eventually Ch. 02

by 1suitedbi on Sep 23, 2019
Gay Male

This is a multi part story that contains MM, MF, and MMF sex. Chapter 2- A night on the town Alex and Will continue exploring each other ***** Returning from my office, I made my way thru to the dressing room. "Will! Can you come thru please?" He appeared in wrapped in a towel. "Right, I've booked a table for us up in the Merchant City for 8pm, so we've...

Bored in the City

by hardryder75 on Aug 18, 2017
Gay Male

I was 26 years old and away from home for really the first time. I was a graduate student living in a large city and bored out of my mind. With nothing to do, I decided to explore the local adult bookstore just three blocks from my apartment. For the first couple of times, I just browsed around and got used to the place. After that, I became more active in t...

Acceptance Ch. 10

by Kisput on Aug 17, 2017
Gay Male

The force that Al used in preparing Andy's ass for Al's cock was exhilarating to Al. At the same time, Andy thought he should have felt violated by the act, but was oddly intrigued by the fact that he found himself to be so submissive to Al's commands and Al's strength. Andy wondered if the relationship between Al and himself would always be one where Al wou...

Judge Ordered Slavery Ch. 07

by Sungmehetu on Sep 26, 2017
Gay Male

I apologize for the long delay on this chapter. I'd like to thank the readers and fans of the beginning of Ryan's new life. I'd also like to thank the editors!! I knew something was off when I found my outfit for the day. A visor. That was it, no shorts, no shirt. It was getting much colder outside, and this (lack of) outfit had me curious, and dreading...

Fun and Games Ch. 02

by Arten10 on Sep 2, 2017
Gay Male

Fun and Games - Chapter 02 Recap: As Leon didn't know anywhere near as much about the gear you can get, Jason showed Leon some websites that had loads of different stuff on - gags, clamps, restraints and numerous other things to secure a guys balls with. You name it and these websites had it! Leon couldn't believe this. With every day that went past, Leon'...

Judge Ordered Slavery Ch. 06

by Sungmehetu on Sep 26, 2017
Gay Male

I would like to thank those that put my story in their favorites. It is because of YOU that I put out these chapters as fast as I can. I really, REALLY want to thank my editor(s) for dealing with my "Than-Then" issue. Because the last two chapters were mostly fiction, I actually listened to one of your comments, and it set a new idea in motion! Thank you for...