Gay Sissy Whore Stories

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The Joy of Submitting

by loneguy01 on Aug 21, 2019
Gay Male

I had recently answered an ad seeking a submissive cocksucker. I am a total bottom and had experimented with cross-dressing but never really got into the dom-sub thing. However, the ad intrigued me and I submitted myself to a hung black man in his hotel room. The experience was exhilarating and I yearned for more despite being apprehensive about the possible...

Submitting To My Roommate...

by chriscili on Aug 18, 2017
Gay Male

Submitting To My Roommate: My New Gay Life I was 18 years old when I had my first gay experience. I was at a private all male college (yes, a few do still exist), it was my freshman year and I shared a room with another freshman named Chris. It seemed that other guys could tell right away the Chris was gay but it didn't cross my mind – I was too concerned w...

This Cock Tastes Like My Wife Ch. 03

by Turned on Sep 17, 2017
Gay Male

Part 5 – The Partnership This is part 5 of the series. Part 4 was contained in chapter 2. Parts 1-3 was contained in chapter 1. I was shaking outside of room 217. I'd been standing there for almost five minutes and still hadn't knocked. It wasn't too late to turn around. But who was I kidding? I'd come this far because my obsession ruled me. I had no po...

Turned into a Sissy Slut Ch. 01

by i_like_it_like_that on Sep 14, 2017
Gay Male

My name is Mark. I'm 18, and am around 140 lbs, thin, with a kind of girly ass. I began to fully embrace my love of dicks by watching hours of gay porn and at the same time embraced my feminine side by buying and hiding a lot of women's clothes. Still, by the time I was 18 and going off to college, I had not done anything with a man. It's not that I didn't w...

I Turned Myself Out Ch. 04

by drmweaver705 on Sep 14, 2020
Gay Male

All characters are over 18. This story contains bisexual and cuckolding activity as well as fetishistic name-calling. If you don't enjoy these things, this might not be the story for you. *** Porn seduced me early in life and, even as a married man, it commands part of my loyalty to this day. It happened that I became bored, or maybe just desensitized, to...

Job Interview

by BW3 on Aug 18, 2017
Gay Male

We're doing some hiring at my office, and I wish that you applied because I get to do the interviews now. I will lead you back to what I tell you is the office for the interviews. You follow me down the secluded hallway, further and further away from the noise of the office, all the way down to the end. I unlock the door and we enter. It's small and sparse...

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...

Friends...

by lovejackn on Jul 11, 2018
Gay Male

Have fantasies of me succumbing to my secret homo desire to become a sissy cock whore. My plan for my first gay experience starts innocent enough. I invite the guys over to watch movies, chill. My plan is that we binge watch a couple of Marvel series but what the guys don't know is I am also downloading some porn movies using the jail broken fire stick that...

Polishing the Melanated Phallus

by TuxedoPirate on Sep 23, 2019
Gay Male

His huge, black cock was bigger than my face. It was about 11 inches long and 7 inches thick. It was going to be difficult just to get in my mouth but Daddy (as he liked to be called) was expecting me to take it all the way. My lips were going to have to go to the base before he'd pay me that extra $5,000. No help. No woman had ever managed to deepthroat his...

My Friend's Dad Ch. 02

by Kent100 on Sep 14, 2017
Gay Male

I just laid on the floor not moving. Looking up at this man that had just abused my throat and mouth. I was still stunned from what had just happened. He was taking off his shirt and kicking off his shoes, and it just dawned on me what great shape he was in for a man his age. As an Army retiree he had remained in top shape. Gary and I had seen his Dad wor...