Gay Sissy Gangbang Stories

908 results
Orientation
Length
Source
Infinite Scroll

Salvation

by EroticMonster on Aug 18, 2017
Gay Male

I swallowed the warm sticky spunk and held onto Hassan's cock until it was flaccid. He sighed several times and remained motionless with his eyes closed. With gentle motions I rolled the softening meat around my mouth. Every so often his thigh twitched. "That was amazing." He whispered at last. I hummed into his groin. "I can't believe I let you do it again...

Bunny's Bachelor Party Gangbang

by RSchwuler on Mar 30, 2020
Gay Male

Standard warning that appears in all my stories - lots of intense humiliation, blackmail, non-consensual/coercive sex, and of course extremely far-fetched. Enjoy! --- At 4:00pm on Friday, Steve got a text from Bob. "Move your little ass Bunny I'm here." Steve swung his duffel bag over his shoulder and headed out. As he rode the elevator down he got three...

Underwear Ch. 07

by SadieRose on Apr 3, 2019
Gay Male

PART SEVEN -- UNIMAGINABLE "Welcome to Chapter Seven of Underwear, the novel cycle with possibly the longest gestation period on Literotica. (I'm sure someone will correct me if that's not the case) I began writing these stories about three years ago and they're finally beginning to metamorphose into the series that readers have been demanding. A real, prop...

His True Self

by readandreact on Sep 14, 2017
Gay Male

Note: While the name of the protagonist is the same, this story is not a sequel or prequel to my story Virgin No More. It's much closer to the truth of my actual first time than the other though. I parked my car in the driveway with a slight sense of resignation, not wanting to be here. I was at my former co-worker Donald's place for dinner, agreed to in a...

A Boy Who Came In from the Cold Ch. 08

by SadieRose on Apr 3, 2019
Gay Male

PART EIGHT: CLOSE TO THE EDGE "Ahhh, I'm getting very close to the end now. I can feel it in my water. I reckon another couple of chapters will sew this story up. Anyway, in Chapter Eight Rayne gets to be the top for once. Thank you to everyone who has been so patient and stuck with this rambling epic, & especially for your lovely feedback. This is for you....

My Handyman

by robcub32 on Sep 14, 2017
Gay Male

I walked into the restaurant and looked around for my friends. I saw Walt waving at me and I headed over to their table and took a seat. My friends Walt, Chip and Byrne were already seated at the table waiting on me to arrive. Walt is my best friend. We met the first day of high school. At that time, we were both closeted gay boys and we somehow gravitated...

Bobby and the Cop

by robcub32 on Sep 25, 2017
Gay Male

Time seems to go by so quickly. It was almost a year that I moved out of my mom and step-dad's house, but it seemed like just yesterday. After graduating from college, I returned home to the Detroit suburbs. I got a job fairly quickly as a computer tech. The company I worked for sold PCs and custom software to small and medium-sized businesses. I did diagno...

Fetish Galore

by sr71plt on Aug 18, 2017
Gay Male

I had been banished. My wife would be joining me in a couple of months, but I was sent ahead—banished from New York—for my transgressions. April's father had known I was bi before he bought me for her daughter—and he also knew how I made my living, because he had been paying April's bills. But I suppose he assumed I would put all of that behind me when we we...

James and the Gloryhole

by jamesale2003 on Jun 9, 2020
Gay Male

This story is a part of a short series of stories following James a forty-something straight married man who has developed a love of cock sucking. Other stories are based on true events. This is what he would like to do; visit a gloryhole. It's a story about the protagonist setting up multiple scenarios to fulfil his urge while on a week-long business trip...

For the Glory of the Earth

by sr71plt on Aug 30, 2017
Gay Male

Ervin Walker hiked up to the top of the ridge of the White Oak mountain range as he did every Friday afternoon, weather permitting. He was standing there, looking northwest over the rolling south central Virginia farmland as he had done nearly every Friday from mid afternoon until almost twilight for the past twenty-four years since he had received the call....