Gay Sissies Stories

124 results
Orientation
Length
Source
Infinite Scroll

When Chastity Goes "Wrong"

by whiteboibbclicker on Aug 18, 2017
Gay Male

Editor's Note: story contains nonconsentual themes. * Let me introduce myself, my name is Alex, I am a 21 year old skinny white boy with a high school degree still living with my parents at home. I work at the local grocery store. The reason for my failure in life is my uncontrollable addiction to porn and masturbation. Every time I finish my work I quickl...

Analyzed From The Bottom Up

by Cumfusion on Sep 14, 2017
Gay Male

We were losing power yet again and Jock was getting angry. His eyes were fiery and with his big arms stained with oil and diesel fuel he might have looked really threatening to anyone else. I hadn't had much time to get to know him. He was like you could say 'a good solid looking trucker'. I suppose, if I am to be perfectly honest, I had noticed his physique...

Discovered by a Black Guy

by chastity_sissy on Sep 14, 2017
Gay Male

I should preface this story by saying I've never identified myself as homosexual, but sometimes after being locked up in chastity for a long time combined with crossdressing, I must admit to some fantasies involving other men. I never expected anything to ever actually happen, and it's my own fault really. I had been paying a beautiful, very sexually fetis...

Best Friends Of The Same Sex

by Samuelx on Aug 18, 2017
Gay Male

They say that opposites attract. I think that this saying is true and not just in romantic situations. My name is Ronald Brown and I have a story to share with you. It's about me and somebody who kind of, sort of matters to me a lot. First and foremost I have to let you know something. I'm a guy who gets wild and does all manners of things so if you're faint...

Black State Troopers

by Samuelx on Aug 18, 2017
Gay Male

Massachusetts State Trooper Pierre Guillot walked through the halls of the Massachusetts State Police Academy. The New Braintree facility was teeming with students. Young men and women who wanted to become police officers. He smiled, remembering his days at the Academy. He lived in the school dorms for five days a week and only went home on the weekends. He...

My Dad Keeps Stealing My Boyfriends Ch. 02

by Lucas96 on Jul 13, 2020
Gay Male

Disclaimer: this story involves father-son, uncle-nephew, and brother-brother incest, as well as forced submission and humiliation. *** When I woke up the next morning, still cuddling between my uncle and my dad, the two of them had already woken up and were talking. I quickly closed my eyes and pretended to still be asleep, listening to them. "I can't b...

There Was Something About Him Pt. 02

by eviltwin52 on Sep 14, 2020
Gay Male

My young man takes me deeper into the lifestyle. I lay with dannie in my bed. My head rested on his small chest and I was teasing his nipple. "Tell me about the nipple ring dannie." "It was a gift from my Daddy. Like the tattoo on my neck that you haven't mentioned but I know you've seen it." "You're right, I have seen it. I'm not 100% sure what it means...

A Night at the Movie turned me Gay Pt. 02

by jamtby on Oct 12, 2020
Gay Male

Entering the room immediately caused my stomach to churn with excitement. Something about entering a place where strangers are in control and you anticipate being involved with sexual activities. The what, why, and how remained a mystery. This only added to the combination of nervousness and excitement. The woman with a strangely deep voice said, "Welcome...

Was I Raped? Ch. 03

by eviltwin52 on Sep 14, 2017
Gay Male

How can one describe the sweet feel of total surrender? There is an eroticism that comes with giving up all pretenses of free will and completely submitting ones self to someone more dominant. I know that feeling. Daddy claimed me as his and after the initial fight for survival I have allowed myself the sublime peace that comes with knowing that another, st...

Can I Borrow Your Boyfriend?

by knowsbetter on Mar 2, 2020
Gay Male

"Ok, Ok, I got one," Josh said. I was out with my friend Melissa and her new-ish boyfriend Josh, and we were three glasses of prosecco into a late brunch. The waitress was clearly hungover and didn't give a shit, service was winding down, and we were off in a corner gossiping and talking trash. The current topic: terrible first-date icebreaker questions. "B...