Gay Sissy Strapon Stories

795 results
Orientation
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Infinite Scroll

The Party

by fullncreamy on Sep 14, 2017
Gay Male

The front door flung open and there stood Thomas. Smiling warmly and striking a dramatic pose with arms wide and robe open, he let the entire neighborhood see his firm, tan body. Swirls of soft black hair covered his chest and flowed down to the jockstrap that held his fullness. . "Quite the doorman," I said with heartfelt admiration, "but good thing I wa...

A Tale of Two Cousins

by fantasyhunter2 on Aug 18, 2017
Gay Male

Authors Note: This story includes descriptions of both homosexual and heterosexual liaisons between first cousins. If you find either gay male sex or incest objectionable you should try another story. * It was March and I was on top of the world. I was in my second year of college and had finally adjusted to life outside the cocoon of growing up protected...

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...

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...

When Irish Eyes Are Smiling Ch. 05

by TomNJus on Sep 25, 2017
Gay Male

*Joel* "You just want to play with my suspenders," he mockingly accused. "Not just, Muffinman," I parried, grabbing his suspenders and pulling him up to me. Tipping my head to the side, I let my lips brush his as I whispered, "My plans also include riding you into the sunset." My hands slid up and down his suspenders; I felt his nipples stand up through hi...

Just a Number?

by NRMathis on May 9, 2018
Gay Male

Couples with large age gaps have some sort of assumptions that are automatic whenever people look at them or think about them. If it's a young man and an older woman, she's a cougar. If its an older man with a younger woman, she's a gold digger and he's her sugar daddy. If it's two gay men people assume a sissy-boy/daddy relationship. With lesbians, I have n...

Three Strikes Ch. 10

by Mrsgnomie on Nov 20, 2018
Gay Male

It was Sunday morning and I decided to text Drew, Aaron, and Kurt. [Shane]: Hey, guys. Since we haven't gotten together for a while and I miss you, how about doing breakfast or lunch? At least, that's what I told them. They didn't need to know the truth—Donovan was working and I needed to distract myself. It wasn't until I stepped out of the shower tha...

Coming Home: Davis Brothers Ch. 04

by robcub32 on Sep 25, 2017
Gay Male

"Fuck!" Brandon slumped back with a groan. "God damn, you know how to suck cock." Lonnie raised his head from Brandon's lap and made a show of swallowing the remainder of Brandon's load. "I love sucking you." "That fucking mouth of yours is gonna give me a fucking heart attack." Lonnie snickered, then planted a kiss on the end of Brandon's cock. He let i...

Lariats and Lacrosse Sticks Ch. 04

by reddirtwriter on Sep 25, 2017
Gay Male

There are scenes of unprotected sex depicted in his story. In all cases it was between the two main characters, who are in a committed, monogamous relationship and were tested. If you aren't in the same kind of relationship, then you should always protect yourself and wear a condom. Randy double-checked the supplies they had packed. They were going to be...