Gay Sissy Schoolgirl Stories

895 results
Orientation
Length
Source
Infinite Scroll

Runt and Giant

by NRMathis on Jul 31, 2018
Gay Male

It was dawn on a summer day in a forest in Idaho when Paine spotted the body floating in the river. He had gone out hoping to catch some fish. He didn't need to live off the land, but he liked doing it whenever possible. It meant that he didn't need to go to civilization as often. He had arrived only minutes before and was busy attaching his lure when he sa...

Calluses Pt. 08: Hard

by MrMister23 on Apr 17, 2019
Gay Male

The road stretched on behind me, lost in the snowstorm, but I knew it was out there...a wailing beast, gargantuan and hungry, gnashing its way through the winter winds as its red-blue eyes flashed in the white, searching... A curt, heavy knock pulled me out of the dream, the same dream I'd been having for months. I opened my eyes to sunlit walls, cream and...

12 Days

by dagan732 on Sep 25, 2017
Gay Male

Hey all and Happy Holidays! First Day I hung up the phone and stared at it for a minute before picking up the glass of wine I was nursing through dinner and throwing it against the wall. The sound of glass shattering into pieces didn't relieve me as much as I thought it would and the thought of the chardonnay possibly staining the paint didn't help. I pic...

The Daughter's Boyfriend Pt. 04

by rimaday on Oct 8, 2019
Gay Male

Note to the reader: This story contains depictions of non-consent and reluctance as the lead character discovers his inner most desires. ***** I woke to the feel of Jackie's warm breath on my chest as she nestled into my shoulder. Her leg was draped across my pelvis. I was completely content and sexually drained. Her soft warm skin felt like heaven and I...

The Foundry Pt. 01

by thatonekidd on Aug 31, 2017
Gay Male

CHAPTER ONE: Skill of Soul: Frost Monarch 3:23 a.m. Jun sat upright in his bed, sweating and panting heavily, staring at the open palm of his hand. There, in the very center, was a small ice crystal forming. It was floating and twirling about in the darkness gracefully. Jun would've been delighted by its presence -- had it been anywhere other than on his b...

Oral Friends Nine-Hotel Adventure

by oralfriend on Oct 13, 2017
Gay Male

This is the ninth story in my Oral Friends series. This story, like all my others, is pure fantasy. It comes from my perverted little brain almost too easily. I hope you enjoy it. Sorry it's been so long since my last submission. ********** Hi, my name is Phil. If you've been reading my other tales you know that my best friend, Rich, and I are 'friends wi...

Fighters

by nakamook on Sep 14, 2017
Gay Male

A few warnings right off the bat. This story goes to dark places - assault, substance abuse, alcoholism, depression. Everyone who deserves to end up okay ends up okay. We'll all get there in the end, together. Have faith; love wins in the end. But nakamook, I hear some of you say. This is not what we expected. What about the pirates? What pirates? Just...

Little Jimmy Grows Up

by timmywells on Sep 14, 2017
Gay Male

In the interest of full disclosure I would like to mention that this story involves the following topics; rough, reluctant but consensual sex, anal sex, and both very dominant and completely submissive characters. This story takes place during the Summer of 1970 and involves a very shy, meek and socially awkward guy whose life is forever changed one day in...

Chase N' Justice

by Shy_Bottom69 on Sep 1, 2017
Gay Male

Standard disclaimer: This is a work of fiction. Warning: There are elements of non-consensual sex. The story takes place in Dixon County, South Carolina. Please, don't try to look it up you'll be disappointed, it doesn't exist. If you are desperate, there are enough clues in the story to figure out which county I'm patterning it after. Any similarities with...

The Boy in Makeup

by DavidPatrick on Sep 14, 2017
Gay Male

Chapter One Like the men who made suicide is in my genes. The temptation was too great for my great-grandfather, my grandfather, and my father, having lured all three to the other side. Theories abound as to why. No one knows for sure. I think it's because there was too much dissonance between who they really were and who they pretended to be. We all prete...