Gay Sissy Slut Stories

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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...

Owned:Fantasy Becomes Reality

by silkstockingslover on Sep 14, 2017
Gay Male

Note 1: This story was written and is dedicated to a true wannabe faggot-cuckold Dave. Note 2: A special thanks goes to Estragon for his copy editing work. 1. THE BEGINNING I blame Literotica. No seriously...if it wasn't for Literotica, none of this would have happened. Now in all fairness, some would argue it is my fault; as it was my own stupidity a...

LoveLocked: WokeWired

by adamlily1972 on Dec 9, 2017
Gay Male

Dear reader: A political satire of "woke" white people, particularly woke white women. Definitely not to everyone's taste. Intended to be humorous. Skip if offended by the notion of a white gal mind-controlling her white boyfriend to service a black dude. But quaff heartily if the idea gets you hot. Adam ********* SCENE 1 [Setting: A spacious but d...

Grandson/Grandfather Ch. 02

by RayReyelinn on Jul 24, 2018
Gay Male

Editor's note: this story contains scenes of incest or incest content. *** After our intense sex with each other we fell asleep in each others arms. I awoke sometime later in the pitch blackness of night. I was lying on my side and felt something rubbing between the cheeks of my ass. I reached down behind me and felt Brandon's cock rubbing on my ass. His...

Sissy Bottom Has a Nite Out

by lostsoul1974 on Sep 14, 2017
Gay Male

My wife had gone out of town on a weekend business trip, so I invited my Fuck-buddy Eric over for some fun. I met Eric a couple years ago when he passed me his business card through a Glory Hole after he had fucked my asshole raw. After I eventually called him, we hit it off and have been friends ever since. Of course, hot raunchy sex can really help cement...

The Birth of a Sissy Pt. 02

by sissymedic1426 on Sep 14, 2017
Gay Male

Upon my return from Orlando I was tasked with making a decision of where I would go to school in the fall. At first I was intrigued by the possibility that I could go the University of Central Florida, but quickly remembered that I had never stepped foot on the campus while in Florida. So it was a decision between the schools in little old North Carolina, at...

Ozark Bitch Pt. 02

by oskarwild on Sep 14, 2017
Gay Male

Caged It was a long night for Patti. He wasn't used to sleeping with someone and Zeke stayed snuggled against him all night with his arms wrapped possessively around his new slave. Zeke snored and he mumbled in his sleep. Patti couldn't make out what he was mumbling, but occasionally "Patti" came through. Zeke dry-humped him a couple of times that night an...

Glazed and Filled at ABS

by Cumpup39 on May 12, 2020
Gay Male

When i finished preparing for the evening, douching out my sissy cunt, shaving and lubing, i went out to the living room where Master was waiting and presented myself. Kneeling on the floor and putting my hands behind my back, i cast my eyes to the floor and waited. After a moment, Master got up and i heard him approach. He looked me over and ran his big, r...

Afternoon Fun Pt. 02

by Hawkeye1981 on Mar 6, 2018
Gay Male

Tim and his mom ate dinner. She was a typical working mom. Tim's dad had left years before. Tim listened but didn't really pay attention. His mind was completely on Bill's hard cock. How it felt in his mouth. Tasting the rich cum flooding in. Tim felt his erection throbbing in his pants. His balls ached needing a release. "Tim are you listening to me?" His...

The Hanky Code Pt. 16

by His_fag_wife on Sep 14, 2017
Gay Male

Melinda opened the door to a very large guy, not tall but fat almost round. He waddled in smiling and sweating profusely. He carried a large Gladstone bag giving him the air of an old fashioned Doctor. Mistress Caprice said "Welcome Mr Smotherer, I hope you're pleased with your pig." "Ohhhhh yes, she looks perfect, I really have worked up a sweat on the wa...