Gay Rubber Sissy Stories

2,274 results
Orientation
Length
Source
Infinite Scroll

Unbroken Ch. 01

by vanalas on Oct 9, 2017
Gay Male

Comments, critiques and tips are warmly welcome. This is a new story that I have decided to work on and deliver to you guys. As requested, this story is a royal romance story. I just hope it will be interesting like the others. Thanks for starting this journey with me. I believe we will end this journey together as well. Please note that everything in this...

My Weekend with Charles

by bhart1 on Aug 18, 2017
Gay Male

Not really a story, per se. Just a dad-on-dad sex romp based on a recent encounter with a good friend. * * * * * * * Friday Night * * * * * * * It was near the end of a long Friday at work when my phone alerted me that I'd received a text. The ring tone told me exactly who'd sent it; Charles. He's a cherubic little man in his early sixties I've been play...

Failing Upward Ch. 06

by el_wing on Sep 14, 2017
Gay Male

Chapter 8: In a Grain of Sand The ride home gave me far too much time to think. About Sid and Alan. About boinking. I started to fret. What will finally happen when we get home? Will I chicken out? Can something that big fit into such as small hole? Even worse-- what if Sid changed his mind? Gravel crunching under the tires of Alan's Olds told me we'r...

Pierced

by roughboy18 on Sep 14, 2017
Gay Male

© Copyright jvaughn, 2013. This is a registered, copyrighted work of fiction. All rights reserved. Copyright violators will be prosecuted to the fullest extent of the law. * Paul suppressed a sigh as he headed down the hall to the bathroom. The dim lighting helped to hide the scuffed walls and worn carpet. The dorm smelled of old sweat, dirty socks, and fa...

Not a Bite to Eat

by rae121452 on Nov 18, 2019
Gay Male

When the war ended and we were all shipped home, I wound up disembarking in New York. By that time I was pretty much aware that I wouldn't be going home to the farm town in Nebraska that I'd been drafted out of. I can't say that the war changed me, what it did was just make me more me. At home I'd spent nights praying for god to change me, after 4 years of s...

Speech and Debate Pt. 16: Finale

by DAMackey on Nov 4, 2019
Gay Male

I survived Jury Duty ya'll! AND finished this chapter! 212,315 words. Essentially that is two full length novels (or one Gone With The Wind. :) ) in 16 months. That's how long I have lived with these characters in my heart and mind. And I've loved every minute of it. I hope you have as well. Your support has meant the world to me. So here it is! Here is th...

Case Study

by Justrex on Sep 14, 2017
Gay Male

1-29-2015 I tossed the towel up over the shower door once my hair was fairly dry. It was raining outside, as it did so often here in the City, so I wasn't too concerned with the damp. My hat would keep my head warm, anyway. Looking down at the bed kept a smile on my face as I dressed. Looking at my face you wouldn't think I smiled all that much. It was a f...

Chad and Blaine Ch. 06

by Baby789 on Sep 25, 2017
Gay Male

Dean smiled as he dropped Blaine into the back seat of his rusted brown truck, there was a hole the size of his head in the rear door and as he slammed it closed more metal fell off onto the floor. His cock ached as he thought of all the things him and Blaine were going to do before the week was finished. That's even if he wakes up, a small voice in the back...

Calluses Pt. 07: Repeat

by MrMister23 on Jan 14, 2019
Gay Male

The sky was a lifeless dome of swirling cotton, the same stark white as everything beneath it. It was drowning the world under a howling plague of white-winged locusts, blinding swarms that slowed my pace to a rumbling crawl. I'd found the highway somehow, heading south and east toward campus, on autopilot. I checked my rearview mirror every few miles for th...

A Life Well-Loved

by bhart1 on Aug 18, 2017
Gay Male

Sunday morning, June 9, 1996...it was our first anniversary and just over a couple of weeks shy of my forty second birthday. My eyes fluttered open to see 9:47 displayed on the digital clock by our bed. I felt Chik's warm mouth gently nursing on the head of my morning hard-on and I looked down over the crest of my belly to see his head barely bobbing under t...