Gay Sissy Stories

744 results
Orientation
Length
Source
Infinite Scroll

Field of Blooms: The Beginning Ch. 05

by CE300 on Mar 17, 2020
Gay Male

Hello my wonderful and faithful readers! The moment someone of you have been waiting on for years has finally come! The next installment of Field of Bloom's: Revelation. Now if you are new to the series I'd like to extend a very warm welcome. My stories take on a more realistic point of view rather than the typical happy go lucky ones that are all over the p...

Avery's Desire Pt. 20

by Chancem77 on Dec 24, 2018
Gay Male

Kass stared at the door, eyes wide, in total disbelief. Sean and Zach stopped the music when they realized that Kass wasn't playing along. They caught his gaze and their eyes veered towards the door. "Unbelievable." Sean hissed under his breath, his eyes narrowing into two thin slits. "Hello Boys." Mickey gave a sort of playful salute as he descended the s...

New Frontier

by NRMathis on Dec 23, 2019
Gay Male

Author's note: I tried my best to be accurate (scientifically, biologically, and otherwise) when writing this story, but there might be some mistakes. +++++ "Hey, Grant!" I hadn't seen him in months, but I would have recognized his face anywhere. It had been a while and he reached out, asking if we could catch up over lunch. He jumped a little like...

She Found Out

by nada_doing on Sep 14, 2020
Gay Male

Ryan sighed as he pulled into the driveway. When did things get so hard? He shifted into park and laid his forehead heavily against the steering wheel. It hadn't always been like this; he used to be excited to get home to his wife, to open the door and engage in the ritual of a hug and a kiss and a "how was your day?" Something had changed, lately. He could...

Sporting Chance

by perihelion on Aug 30, 2017
Gay Male

Two hours after the school board hired me, I sat with my new principal in his office. "Jeremy, I'm glad you decided to call me. I just wish you'd done it sooner so we could talk." "It's like I said, no point in bothering you until I completed the courses I needed to teach in Georgia. I still don't understand why I had to take those extra classes if I didn'...

Rest Stop Management Pt. 03

by rimaday on Dec 24, 2018
Gay Male

I awoke around 4:45 on my belly, my red panties a little twisted and crusted with dried cum. I could feel Big Daddy's deposit oozing down my taint and hardening in the panties. I could not believe, this was not some kind of twisted dream but my stretched leaking asshole took away all doubt. Twelve hours ago, I was kissing my beautiful wife and leaving for an...

Max's Chance

by robcub32 on Sep 26, 2017
Gay Male

(Note: This story features characters from "A Clean Start". You don't have to read that story first, but I recommended it.) "Hi, Max!" the familiar voice called out. As I walked out of the locker room, I looked and saw Pete's smiling face standing next to the weight rack. Pete was my best friend Tank's boyfriend or partner or whatever you want to call it....

Master and Slave - The Road Trip

by Harry_Ballsack on Aug 18, 2017
Gay Male

Day 1: The sub sat in his room with butterflies in his stomach and his heart pounding in his chest. After over a year of chatting and trading emails with Master he was going to finally meet him. Two times in the past they had made plans to meet for a session when Master was going to be traveling in the area where Slave lived but situations came up that forc...

A Deviant Spawn Christmas

by LoveBird1929 on Sep 19, 2017
Gay Male

Author's Note: Happy Holidays! A Christmas story for my readers! This story is very, very lightly inspired by yaoi. And when I say lightly, I mean I have not taken the time to read up on yaoi to determine what it's really all about. In fact, the most research I've done on yaoi is reading Jet Mykles Heaven Sent series which I've read on message boards some...

Busting Broncos Pt. 08

by rae121452 on Nov 4, 2019
Gay Male

(This story contains scenes of gay incest) One Sunday morning in the fall I was up early. Daddy and Uncle Cody had left the night before to a horse sale to take place that morning in a nearby town, intending to sleep in the truck They wanted to be there as soon as the stock started arriving. My brothers and Will were all still in bed and would remain there...