Gay Sissy Cocksucker Stories

2,819 results
Orientation
Length
Source
Infinite Scroll

Bringing Out the Sissy in Fred

by 0ra1Master on Aug 18, 2017
Gay Male

"Yessss.., ooh yesss, aahhh! yesss! That's it! Thaat's iit! God it feels good, so good! Ohh Sammy! Fuuck mmee! Yessss, yessss, fuuck, fuuck, yesss!" Mary Pats nails were digging into my shoulders; her ankles were hooked on my ass cheeks. I wasn't sure who was riding who but it was what it always was, a great fuck. "Give it to me Sammy! Harder...., h.a.r.d.e...

Glory Hole Favors Ch. 04

by Kent100 on Sep 4, 2017
Gay Male

The new guy behind me just stood there as I felt his large presence near my exposed and restrained body. He didn't utter a single word to me, probably just bewildered and surveying me in restraints while plotting his course of action. As I heard the adjoining booth's door lock, I immediately felt a hard calloused hand grip my tender aching cock and fondle...

Sissy Sundays

by BlinkOneSomething on Apr 13, 2020
Gay Male

It was the summer of nineteen-ninety, I had just graduated high school and was partying like a rock star. Occasionally when my friends would drop me home late at night, I would walk the block or so to a nearby two lane highway that led out of Boston and stick my thumb out, not ready to end the night just yet. I had a massive libido but knew the chances of a...

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...

Nephew's Readjustment Pt. 06

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments, ideas and feedback are welcomed and sought after! ***** Cynthia spent the first few days of the week getting Nicholas accustomed to anal o...

Human Blowjob Machine

by Subkoksukr4u on Jul 17, 2019
Gay Male

"How many cocks you sucked off before this one?" she asked. Like I could talk right now. "Mmmmmmphhhh", I managed between gagging. "I betcha lost count long time ago, huh?" She laughed, knowing full well I had. Lisa had turned me into a human blowjob fucking machine. I was literally strapped down, head in a harness with a rod attached to a variable speed...

Rest Stop Management Pt. 04

by rimaday on Jun 3, 2019
Gay Male

Author's note: This story contains scenes of non-consensual or reluctant sex. I awoke to Big Daddy easing out the door and looked at the clock. It was just past midnight. I lay awake for a couple hours reliving the past few days, trying to figure out what it all meant. My marriage would never survive if my secrets got out. So much to lose and my mind kept...

It Could Be Worse Ch. 03

by eviltwin52 on Sep 14, 2017
Gay Male

Recap: Cin has "softened" my looks so that I appear less masculine to her lover Stan. It continues below. Married! I asked and she said yes. Cindy and I were wed in a quiet ceremony in a courthouse by a Justice of the Peace. Our only witness, a clerk in the building at the time. Our honey moon did not include her lover Stan. For that I am thankful. But...

An English Boy Gets Turned Out Ch. 06

by RustyRover on May 18, 2020
Gay Male

Sam woke up and enjoyed the feeling of the silk sheets, the large bed and big fluffy pillows. He thought for a moment he was dreaming because he definitely was not in his dorm room and then BAM. It all came flooding back. He could not go back to his dorm and he had temporary accommodation above the bookstore. The GAY bookstore where he did not want to work a...

Nephew's Readjustment Pt. 02

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, chastity, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments are always really appreciated. ***** Nicholas' next day was filled with confusion. He had difficulty focusing on his classes beca...