Gay Pillow Humping Stories

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Corey's Christmas

by naughyboy on Sep 14, 2017
Gay Male

1. Cory watched the flakes drift somberly through the window of his first floor apartment, thinking to himself how cold and lonely each of them was. There was just three days until Christmas, the holiday he despised over all others. The season always reminded him of the painful fact that followed him around all his life: he was alone. His father had never b...

Daddy's Boy Ch. 02: Master

by ashlaurchamp on May 18, 2020
Gay Male

Editor's note: this story contains scenes of incest or incest content. Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** For the next couple of days, things went on similarly. When I would do something to upset Daddy, he grab me and toss me over his knee, yanking both my pants AND underwear down and spanking me until I co...

Office Confrontations Ch. 03

by fexcellent452 on Sep 14, 2017
Gay Male

Marshall sat in the suite assigned to their project on that early Monday morning, large coffee in hand. His three day weekend should have been filled with relaxation and carefree couch lounging. Instead, Marshall spent the entire weekend on edge, running through all the awful scenarios Monday could turn into; from Kyle telling the entire office what they'd d...

A Helping Hand

by Starsmore on Sep 14, 2017
Gay Male

I woke up by Jay shaking me awake. He always did that, the jerk… It wasn’t because I made weird noises or because he needed something. He just wanted me to wake up at a certain hour every freakin’ morning and I could never understand why. “Get up man! It’s almost 8.30! Shower time!” I growled and heaved myself out of bed. Ever since the fire in Jay’s apart...

Home From College

by BaraKing on Sep 25, 2017
Gay Male

For as long as I can remember, I've always had a crush on my dad. My parents divorced when I was young, and I grew up with my dad so it was just the two of us living together. I often found myself fantasizing about him when masturbating. It never really bothered me that I clearly desired my dad's body, though I kept my desires secret for obvious reasons. He...

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...

Nando and Will

by Pelaam on Sep 14, 2017
Gay Male

Nando & Will - New Beginnings It had been a couple of months in the coming, but finally Fernando, Nando Rodreguez was taking the irrevocable step in the relationship that had already changed his life forever. Finally, Nando was going to deflower his virgin lover. Previously the lovers had only managed snatched opportunities for pleasure. Today, Nando was ab...

Waiting for Love Ch. 02

by Pelaam on Sep 16, 2017
Gay Male

Chapter 2 -- The Challenge For my usual readers, please note this relationship is D/s. With thanks to Blitzwing. ©Pelaam: February 2008 Stefan gave a sigh of pleasure that he was finally home. His face wore a warm smile at the thought of Kevin, naked apart from his collar, waiting for him. Just for him. As he opened the door and stepped inside he was quic...

The Daughter's Boyfriend

by rimaday on Aug 22, 2018
Gay Male

My story began 6 months ago at my daughter's 19th birthday party. Really it began when my wife, Chris, passed away nine and one-half years ago from an undetected brain aneurism. We were vacationing in Corpus Christi Texas. After a long day at the beach we were all tired and went to sleep around 10 PM. We kissed her good night, and never spoke to her again. I...

Her Brother Ch. 02

by tamgreen on Sep 25, 2017
Gay Male

I woke up slowly and squinted at the digital clock next to my bed: 7:48. Why was I awake so early on a Saturday? I almost groaned with annoyance, ready to press my pillow over my face, but an abrupt jolt shot through me as the memory of yesterday flooded my brain. Julien! I sat up very quickly, pillow tumbling aside, and looked around. I was alone in the...