Gay Sissy Schoolgirl Stories

895 results
Orientation
Length
Source
Infinite Scroll

The Slave and His Master Ch. 11

by loveandlust28 on Jan 20, 2020
Gay Male

Hello My Beautiful Readers! This will be the final chapter of my little story, but don't you worry. I will be writing a little epilogue for our favorite couple that takes place seven years into the future. I sincerely hope everyone enjoyed "The Slave and His Master" as much as I enjoyed writing it! Please let me know in the comments if you would like me to...

Glimpses

by drowninginreality on Sep 14, 2017
Gay Male

Aaron, I guess this is weird I'm writing this in a letter. I just know if I tried to say this in person I'd never get it all out. I wanted to say that I'm sorry. I'm sorry for everything. I always knew in the back of my mind I'd never be enough for you. I just wanted to outrun it somehow – to turn 75 with you and look back and ask ourselves where the tim...

Aquata Cove Ch. 101: Final Pt. 02

by Feare909 on Nov 24, 2017
Gay Male

Thank you all so much for reading and liking my story. The 5 years that went into the making of this fantasy means so much to me, and has yet still so far to go from total completion. One day, I hope to have it published in hard cover as books. Please leave a comment if you enjoyed it. Chapters 100 and 101 have been dutifully edited by my acquaintance, read...

Nature's Calling

by VampGirl1991 on Sep 15, 2017
Gay Male

Author's Note: This story is for the Earth Day Story Contest 2012 so please, please, please don't be hesitant with your votes. Or your criticism. Either one works for me. Thank you so much!! I hope you enjoy! Hugs and Kisses! VampGirl. ****** ~*~Day One~*~ I slapped a mosquito getting ready to greedily begin draining my precious blood supply. Were the...

Descent

by EroticMonster on Aug 18, 2017
Gay Male

The sequel to Contraction. ***** "Your future is with me now." With those six words I became Cody's boyfriend and he became my saviour. Jenny and I were over. Two years of an incredible sexual journey had ended with threats and recrimination. I had been thrown out of the house I had shared with her for almost the entire relationship, and a cloud of humil...

Falling for Matt

by icyblue on Sep 14, 2017
Gay Male

Normally I'd wake up regretfully, instantly turning over and trying to get back to sleep. Not today though. Today I was out of bed and on my feet practically before I had my eyes fully open. I felt giddy with excitement and could hardly wait for the day to get started. After a quick stretch and a glance out the window to make sure the weather suited my mood,...

Becoming Mark and Janet's Girly-Boy

by BuckyDuckman on Mar 30, 2020
Gay Male

Who knew taking your turn at washing the dishes could turn sexy? That's exactly how it started as Janet squirmed up close to me, wrapping her arms around me from behind and pressing her chest against my back. I might not have had hands on my back but I swore I could feel her stiff nipples poking me. "Hey baby?" she cooed, kissing the nape of my neck and se...

Held for Ransom

by rae121452 on Apr 17, 2019
Gay Male

The first thing that Gavin was aware of when he woke up was that he had a hell of a headache. The next thing, when he opened his eyes, was that he had some kind of bag over his head. Then, in rapid succession, that he had to piss, he was sitting on a hard chair and that his hands were tied behind his back and that he was naked. "Hey, it looks like he's comi...

Stefan

by perihelion on Sep 25, 2017
Gay Male

I always preferred the company of boys and never liked to play with girls, even as a child. I have two older brothers and everything in my home was all about three boys. It was a life of sports and typical guy stuff like hunting and fishing, climbing trees, and the things that make a macho father's chest swell with pride. I never really thought much about it...

Dirty Little Secret Ch. 02

by bjmichaels on Dec 24, 2019
Gay Male

A week after Labor Day I went to the university to register for fall classes. The hall where registration took place was crowded and noisy with students running around asking silly questions; not knowing where they should be. It was pure chaos. In other words, everything was normal. It took me three hours but I managed to get the classes I wanted. Before...