Piss Pillow Stories

69,524 results
Orientation
Length
Source
Infinite Scroll

Heidi's Coronation Ch. 04

by critiqD on Jun 9, 2020
Sci-Fi & Fantasy

CHAPTER 4 Night. Outside the Princess's quarters. Heidi made their way up to her bedroom. She rapped on her bedroom door, there was no reply. She checked the knob, it was still locked. "Soph? Are you in here?" she whispered loudly through the door. There was a click as the latch was released from the inside, and she cautiously pushed the door open. A str...

A Night Alone With My Boss

by ghost12_spirit on Jul 27, 2020
Mature

Author's note: Welcome to a stand-alone story about the characters from "Dinner with my boss", you do not have to read that story to enjoy this one, but I do hope that you enjoy and read them both. ___ She lay resting comfortably on the edge of the bed, just wondering how this all was going to work. Several times over the last few months she had wondered...

Chelsea

by FiveDots on Aug 24, 2020
Transgender & Crossdressers

This is a story about role reversal and dick growth. If this is not for you, turn back! Feedback is appreciated, enjoy! ---- In retrospect, we would have walked away immediately from the "Penis Genie" if we hadn't been drunk out of our minds. That's not really what this mysterious stranger called himself, that's just what we kept calling him after he offer...

My New Boss Pt. 04

by RegularGuy2020 on Dec 14, 2020
Fetish

My life was on auto-pilot. I fulfilled all of my work expectations, and lived for the ninety minute session with the lovely Suky, on the weekends. It was the highlight of my week. Suky would jerk me off, using her silk panties and her words, to three stupendous orgasms. In between, as I recovered and got hard again, I would eat her pussy until she came all o...

Making of a Black Cock Whore

by steve_cuck_burrows on Sep 26, 2017
Interracial Love

THE MAKING OF A BLACK COCK WHORE Valerie sat there questions filled head. How did this all happen to her? A year or slightly more she was just a normal white girl fantasies filled her head, the usual kind for a 21 year old, plenty of cocks fucking her. Sometimes she was bound so no escape in the end always covered in cum some even pissed on her she was thei...

A Proper Scottish Wife Ch. 31

by Thors_Fist on Aug 14, 2018
Novels and Novellas

The trap has been set and needs to be sprung. This chapter contains more sex. Ailene and Stuart are saying their goodbyes to each other, Blackthorne fucks Teárlag's maid and she further fucks a man on watch to get a message out. ***** Thorburn was up before dawn, dressing for the day in Dervaig. He would buy some supplies to encourage the belief he was sto...

Miss Florence Ch. 03

by R410a on Oct 30, 2018
Mature

If you haven't read part one or two this will make no sense to you. This chapter will conclude the adventures of Tom and Florence. ***** With our marriage came a new set of issues. Company policy was going to change regarding managers being allowed to marry those under their authority. The new policy was due to go into effect on January 31st. We were marr...

A Game of Tease and Please

by blackstroker on Sep 13, 2017
Interracial Love

Me and my neighbor's wife played a little game of 'show me yours, I'll show you mine' for about two months before she let me bang her sweet pussy. For me this was one hell of a lucky situation, taking all factors into consideration; the chief of which being I am a sixty three year old retired black man and she a pretty early thirties buxom Asian (Indian) wom...

Clove and Spice

by xaitonnar22 on Sep 19, 2017
BDSM

I glanced away from my video game for a second to pick up my cellphone when it started to ring. I looked at the screen only long enough to notice that it was my best friend Lars Wilton calling. "Hey," I said simple, propping the phone up between my cheek and shoulder. I took a moment to wipe the sweat from my palms before picking the controller up and turni...

Salesman Enjoys Trip Of His Life Ch. 06

by milerdan2 on Sep 26, 2017
Erotic Couplings

Saturday I slept like a baby throughout the night and had one hot dream after another. In one, all the women I had the pleasure of fucking appeared in my suite to create one big orgy. Whenever necessary some other guy appeared to help out pleasuring some of the women but for the most part I stole the show. Just like most other dreams those ones were crossin...