Gay Sissy Pussy Stories

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Humiliated at a Motel

by missy_willow on Jul 3, 2019
Gay Male

Humiliation has long been an important part of my sexuality. Being called names, getting slapped and choked, and being exposed in public get me harder than anything. I decided to pay a man who advertised as a Master who cared only about denigrating those who employed him. We agreed on a price and I arranged for a hotel room near the highway which was freque...

The Hanky Code Pt. 15

by His_fag_wife on Sep 14, 2017
Gay Male

Mistress Caprice stood in front of me and looked deep into my glazed eyes, as I rocked up and down on my rubber cock. "I had to pay a pretty penny for you bitch, after so many people had watched some of your more extreme videos. A lot of very depraved people could see just how much use you might be." "But I wanted you before your inevitable trip to the far...

"You Go First," Samantha Said

by donaldelliott11 on Jan 21, 2020
Gay Male

[Most authors love feedback. Please let me know how I did.] This is the third story in this series. You will want to have read the other two. https://www.literotica.com/s/you-go-first-01-jake-said https://www.literotica.com/s/you-go-first-02-john-said + + + + + + + + Jake phoned me Tuesday morning and told me to come visit him that afternoon. His paren...

Tame Cocksucker

by drmweaver705 on Jun 8, 2020
Gay Male

All participants are over 18. The idea for this story was suggested by donaldelliott11, with thanks. ***** "With this ring, I thee wed," Angelica said. With this yoke, I thee burden, Artie's mind echoed, just one moment forgetting the perks that came with marrying this fat, moody cow. Everything had moved so fast. Artie had the good fortune of working f...

Freddie Pt. 02

by exaucer on Aug 18, 2017
Gay Male

I could not believe it. Freddie must have dissolved the Viagra in the coffee and that was why my cock had become erect on its own, why it would not go down and why I was unable to resist his advances. Freddie had duped me. At least that is what I told myself. I decided to go back down to the basement and confront him. When I went down to the basement I went...

Earning Wally an A

by mklit74 on Aug 18, 2017
Gay Male

I realized in college that I was that I was gay, submissive, and that I worshipped my roommate Wally's amazing dick. My relationship with Wally grew over the course of our college career. I would rush home after class to meet him, trying to get home quick enough to change into lingerie, especially a French maid outfit he was particularly fond of, and meet h...

I Turned Myself Out

by drmweaver705 on Jan 29, 2020
Gay Male

All characters are 18 or over. ***** My journey must have begun with my discovery of porn. When I was eighteen, I discovered a trove of porn magazines hidden out in the abandoned shed of a derelict and condemned house near my childhood home. This was the first time in my sheltered life I had ever seen anything like it. The magazines varied from soft nudit...

Special Inducements

by bjmichaels on May 1, 2018
Gay Male

I was reluctant, but my ex-boyfriend Brian talked me into going to his younger brothers graduation pool party. We were sitting in my car in the parking lot of the liquor store. He had bought two kegs of beer and I helped load them in the car. "Why should I torture myself staring at all those eighteen year-old hard bodies?" I jokingly asked him. "Because yo...

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...