Gay Shaving Sissy Stories

1,448 results
Orientation
Length
Source
Infinite Scroll

A Marine Called Jason Pt. 03

by jock161 on Sep 25, 2017
Gay Male

Chapter Eight I was promoted to Sergeant and there was a celebration at the Dragonfly with the guys from the barracks. Later I went to Toby's to celebrate. Toby looked like he wasn't feeling good. "What'll you have?" he asked rather quietly. I gave him a blank look. It was the first time he'd ever asked me what I wanted to drink. He knew. "The same,...

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 Daughter's Boyfriend Pt. 03

by rimaday on Nov 26, 2018
Gay Male

I lay there trying to gather my wits about me. I could not recall ever cumming that hard. A hot cock pounding my prostate as my balls released. It was like nothing I had ever felt before. As my head cleared, I realized Markus was lingering about somewhere. I peeked into the hall and he was not in sight, so I picked up my clothes and put them back on. Next,...

Stained Glass

by lalachick159 on May 6, 2019
Gay Male

Hello everyone! Here is Stained Glass! It is a total of 22,540 words, 71 pages, I love it! First and for most I want to let everyone know that my inspiration for Remy and Zander are from my favorite couple Zilv Gudel and Rourke! They are super amazing and so amazing to watch! If you don't know who they are go check them out on online! Show them some love! T...

Dubious Desire Ch. 02

by thatkiwiguy on Sep 14, 2017
Gay Male

CONTENT WARNING. This is NOT a romantic read. It contains dubious consent and touches on themes of submission and control. Also, a big thank you to everyone for the wonderful comments and advice so far. I really do appreciate it. ***** Christmas Eve Click. Click. Click. Keegan pressed the mouse button attached to his computer scrolling through the i...

Kenny

by wet_pants on Aug 17, 2017
Gay Male

"Got a spare fiver?" "No." "Go on. Just a fiver. I'll make it worth your while." "No." "Please!" I had already walked on a couple of paces, but now I slowed and stopped. There was something about that "please". It wasn't what you might expect;- what I had heard before by young boys, and girls, of similar age, who, when they finally realise they are not...

The Dancing Men

by b00nd0cksaint on Sep 28, 2020
Gay Male

Disclaimer: this story involves the use of ecstasy and some cocaine, as well as playing off of some fetishes (like some light water sports). If this is not your cup of tea, please move along. This story is not based in any particular city, and any similarity in names of establishments are purely coincidental. The events depicted are based off of various mome...

Evolution and Adoration

by Pelaam on Apr 3, 2019
Gay Male

Pelaam© January 2010 Pushing the weighted barbell up and down, Jaydon lost himself in the almost hypnotic rhythm of the repetitions. It was not particularly heavily weighted as he did not have a gym-buddy with him on this occasion. Pumping heavy weights without a companion was strictly prohibited. He could feel the air conditioning blowing cool air over his...

My Married Friend's Son

by DavidPatrick on Sep 19, 2017
Gay Male

(Part One) I had known "Trick" (short for Patrick) since his third day. I was with Rob when he got the news that the water surrounding his second child, and first son, had broken, and I visited them all in the hospital 72 hours later. I babysat Trick and his older sister, "Sonny" (short for Jackson), regularly while he was a toddler. Trick was often in a C...

The Angel By My Side

by DWSimon on Oct 12, 2020
Gay Male

It was a cold and blustery Saturday in November as I stood on the rolling grasses of the hill. The cold breeze stirred my hair as I looked down at my feet. A single rose, deep red, was clenched in my hand. I brought the flower to my lips and kissed it before setting it on the marble marker in the ground. It read: Lillian MacDonald, beloved wife and mother....