Gay Sissy Futa Stories

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Roommate Turned Me Out

by ralphcollant on Nov 2, 2020
Gay Male

It was a typical Tuesday afternoon after my last class for the day. I walked into my dorm room and found my roommate, Mike, watching porn on his laptop. This was not unusual for either one of us. Some of this junk could be quite entertaining. He nodded and said "Hey Tim" as I walked in and then waved me over so I could see what he was viewing. It was some pr...

Sissy

by MVP6 on Jul 15, 2020
Gay Male

This is my fifth letter describing my expanding awareness from a naive man with a desire to suck a cock to a man willing to explore his seedier side. (M+/M, oral, anal) In my first letter "Costume in a Costume" I describe how I dressed as a girl in a Halloween costume to trick an unsuspecting man into letting me give him my first blow job. In my second...

Gay Cave Escape

by Hypnodip on Mar 11, 2021
Gay

Drip! Drop! Drip! A staccato of water droplets add to a quiet and dark ambience. A nearby rock is dislodged, crashing with a large boom. You awake with a jump, chilled from the rock floor you were sprawled on. The room you're in is almost too dark to be traversed. You can see three ragged walls surrounding you, sprawling upward out of your limited night visi...

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Jail Time Ch. 02

by oralguy82 on Aug 18, 2017
Gay Male

Before, I had spent 2 weeks in the county jail and, I thought that was all done and gone, and would be forgotten. But about 4 months later, I was almost thinking how can I sign up for another 2 weeks. I felt humiliated about the experience, but so turned on too. More than once I had jerked off to the memory of that humiliation. A 25-year-old man thinking ab...

Simple Submission

by LoveIsUniversal on Apr 10, 2018
Gay Male

Heidi had a good life here in Southern California. At the age of forty-three, she had a good job and a lovely house. Living in the city of Arcadia was almost the equivalent of an island paradise. She had friendly neighbors who reminded her why she stayed in such a quiet and clean suburban community. They were good people, the kind that never overstayed their...

Andre Finds Love Pt. 02

by eviltwin52 on Aug 18, 2017
Gay Male

In chapter 1 I told how I first became aware of the power and allure of black cock and how I met my wife Lee. My new bride Lee, and her lover, Leshaun were still on our honeymoon and were due back in 2 days. I'd been invited to my in-laws while Lee was off on her jaunt. Dad, my father-in-law, and I just watched his wife get blacked fucked. Dutifully, we...

My First Time with Ryan

by elliotsconfessed on Dec 19, 2018
Gay Male

It was 2013 on a hot summers night. Me and Ryan decided to go camping and make the most of the beautiful weather! We were both 18 and fresh out of school both deciding what we were going to do with ourselves now we're "grown up". Ryan and I would often talk about what girls we would love to hook up with or see naked! These chats got us through our high scho...

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...

Tim's Life Pt. 02

by Seamen on Aug 18, 2017
Gay Male

Tim stepped into the shower and turned on the shower. He jumped as the cold water hit his body, and then squirmed as the water ran down his hairless chest down to his balls and off his legs. He always kept himself smooth and hairless all over. It made him feel better about himself, and it aroused him, as well as the men he slept with to no end. He put his he...

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...