Piss Pillow Stories

69,524 results
Orientation
Length
Source
Infinite Scroll

The Intellectual Pansexual Ch. 06

by PeterDeRuthyn on Jan 23, 2019
Transgender & Crossdressers

"Good morning." Taylor opened his eyes. His mind felt blank, empty, at peace. His cock felt warm and comfortable. As it turned out, that was because Cassie was sitting on it. "Good morning to you too." He moved his hips and she sighed. "This is a very nice way to wake up." "Don't get used to it," Cassie chuckled. "I like your friends' dicks, too, you know...

Wrong Number

by CrazyDaveTrucker60 on Mar 17, 2020
Loving Wives

Apparently I was off my meds when I wrote this one. Before the critics start wailing, this story could have been in several categories. I picked Loving Wives, but hey I could be wrong. Ok the legal shit, nobody is underage, if anyone resembles some person living or dead or in between well thats too bad, cause it is FICTION. Yeah its too short, of course its...

Emily's First Solo Holiday Ch. 01

by VanessaEvans on Aug 6, 2019
Exhibitionist & Voyeur

Hi, my name is Emily and this is what I did when I went on holiday on my own. I'm 22 years old, slim 32A 23 30, with shoulder length strawberry blonde hair, 5 feet nothing tall. I've been told that I have a cute little bubbly butt. I'm an engineer who shares an apartment with 2 others, both men. I was engaged to a really nice guy (not 1 of my room mates)....

Flight to Paradise Ch. 19

by SanityCheck on Oct 21, 2019
Sci-Fi & Fantasy

Immersion Playground Book #3: Flight to Paradise Chapter 19 Kate wakes up and lazily reaches for Mac, feeling for his presence. Goddammit, he isn't here, she fumes. Mac is either going to have to start staying in bed longer or I'm going to have to start waking up earlier, because this waking up alone in the bed shit is going to have to stop. She rolls out...

The After Party Ch. 01

by xavierhibit on Jul 16, 2019
Exhibitionist & Voyeur

This is the story of the defining sexual experience of my youth. My name is Mark. I was 21 years old and it was the last day of finals in May of my junior year in college. Originally, I'm from a small town in Illinois but I went to school in Chicago and by then considered it home. I lived in a nice apartment off campus with my best friend Zane. His family...

And On The 8th Day...

by Bh76 on May 11, 2020
Loving Wives

***Boy, my last story 'Easy Thing' in Romance went over like a lead balloon. Time for a change of pace. I was feeling pretty good after some decent success with "Coming Home." This one's Loving Wives. I cant explain why I'm drawn to write these every so often. Most of my favorite authors and stories are in this genre, so maybe that's it. Or maybe it's that...

For Charity

by mollycactus on Sep 14, 2020
Anal

"And this is for charity?" Nicole asked, seeking clarification. "Absolutely," Darren assured her. "Every cent that's earned goes straight to your favorite charity, as agreed." "So only the proceeds that remain after you've paid the bills for the venue, the food, the drinks, and the staff actually go to the charity I've selected?" "Oh no, not at all. The v...

Falling in Love in One Night

by texashiker2003 on Aug 21, 2019
Erotic Couplings

Author's note: This story is lengthy compared with many others because I wanted to explain our rapid transition from being new acquaintances to passionate lovers and to describe the eroticism of our intimacy. I have changed the names to protect our privacy. I hope you enjoy it. Your feedback via comments is welcomed. * I want to share how two people found...

Babysitter Revisited Ch. 02

by johnnieblue44 on Sep 13, 2017
Mature

A continuation of Babysitter Revisited. You are cordially encouraged to read the inaugural chapter before embarking on this journey. You will be glad you did. * It didn't take long for Allison and I to devise our plan for the following evening. She asked a few questions about the older executive, and Ally's intuitions were spot-on. Despite being physic...

A Girl's Fairy Tale Dream Come True Ch. 31

by mstrspet on Sep 19, 2017
BDSM

“Only in the fairy tale, does a girls dream come true” By: precious Chapter 31 Chris locked the house up and closed the dungeon door behind him. He stood in front of Trish looking down at her. This was their moment. The one moment they had been waiting for. Chris placed his hands on her shoulders and started kissing her neck and shoulders. He reached beh...