Gay Sissy Stories

744 results
Orientation
Length
Source
Infinite Scroll

Facing Giants

by skankabouttown on Sep 14, 2017
Gay Male

Synopsis: Javier enjoys working with young people, that's why he became a high school teacher. Having suffered through his own high school hell, he promised himself to never stand by and allowed one of his students to suffer the same fate. When he notices one of his students suffering at the hands of the class bully, he sets up daily training sessions to...

Speech and Debate Pt. 08

by DAMackey on Sep 25, 2017
Gay Male

I hope you enjoy this chapter. Sorry it took me longer than usual to post this chapter. I had originally planned this to be ONE long chapter, but it proved too bulky. So now you get TWO chapters at once! Hope you enjoy it. This also means that now there will be a total of at least 14 chapters when the series is completed. Maybe more! DISCLAIMER: The follow...

Muscle Men Studs

by silkstockingslover on Jul 13, 2020
Gay Male

Summary: Straight Guy becomes obsessed with big strong men. Note 1: This is dedicated to Mark who requested this story. Note 2: This is a NUDE DAY 2020 CONTEST STORY. Note 3: Thanks to Tex Beethoven and Robert for editing this story. Muscle Men Studs Every guy goes through a mid-life crisis. Most buy some extravagant unnecessary purchase to prove their...

Thoroughly Used

by CSK on Sep 14, 2017
Gay Male

Hey all, here is a nice bit of fantasy for you. As always, please exercise safe sex in the real world and live out these dangerous fantasies here. Please note, before reading, that this story includes a bit of cross-dressing (panties) but not really enough to place in the Transsexual / Cross-dressing category, hardcore gay throat-fucking and sex, public sex,...

The Magic in Your Touch Ch. 01

by wavyscribe on Sep 19, 2017
Gay Male

Nathan Morris stretched in a useless effort to loosen his knotted back muscles. Hours of examining patients and filling out the mountains of paperwork mandatory to a fledgling medical practice had taken their toll. His partner in the practice, Amy Vaughn, did more than her share, but after watching her work three fourteen hour days in a row, Nathan finally i...

The Trip Ch. 02

by CE300 on Aug 30, 2017
Gay Male

Dear Reader, This is another very detailed very long chapter. If you are looking for a short to the point story this is not for you, but if you are looking for an adventure full of suspense, romance, and emotion then this is for you. My stories contain lots of detail and dialogue so you can get to know the characters better. I would also like to thank Shel...

The Farmer's Sons Pt. 04

by rae121452 on Jun 18, 2018
Gay Male

* This story has slightly incestuous scenes.* *** Autumn had just about arrived. We had had our first cold snap and now it was Indian summer, hot days with cool nights. Willy, Tate, Cleo and Harp were all working for the Sheriff now while juggling classes at the college. We had electricity and hot running water and the boys were talking about having an el...

They Are A-OK Ch. 10

by fantasyhunter2 on Sep 14, 2017
Gay Male

The next two days were a blur. I had a great time being alone and playing house with Kyle. However, the specter of my upcoming brotherhood testing hung over everything. Fortunately my lover not only understood he was able to help. He even bent brotherhood rules to help me relax over what was to come. I was probably the best prepared pledge ever when I was es...

Eddie, Gina and Me

by bjmichaels on Sep 1, 2017
Gay Male

I swear to God: Never, ever have I had the slightest romantic interest or felt a physical attraction to a guy in my entire life. My carnal interests were purely heterosexual. Women are shapely and soft; smell nice and are smooth to the touch. Men are rude, crude, and socially unacceptable. Men belch and fart in public without shame; they make inappropria...

The BBC with Benefits Thing

by silkstockingslover on Mar 9, 2020
Gay Male

Summary: White friend discovers the joy of BBC while hanging out. Note: Thanks, as always to Tex Beethoven and Robert for editing this story. It was after a couple hours of shooting hoops on a Sunday afternoon that my sexual awakening began. Ben said, "Let's go back to my place and play some NBA2K." "I need to shower first," I demurred, dripping with...