Whipping Pussy Stories

250,686 results
Orientation
Length
Source
Infinite Scroll

Rachael Pt. 01

by JimBob44 on Sep 14, 2017
Erotic Couplings

My friends and colleagues like to tease me; call me 'anal.' I can remember a time when it was called 'meticulous' or fastidious.' Gradually, it became 'fussy' (I think age determines that distinction) and gradually became 'anal.' That fastidious and meticulous nature of mine also helped in my first real after-school job at Pounders Restaurant. I was a dishw...

Too Great a Temptation Ch. 05

by jack_straw on Sep 19, 2017
Loving Wives

Howard's story It was deep in the night, but sleep was eluding me. I just lay there staring at the ceiling, trying to absorb everything I had learned over the previous three days about my wife, and her incredible illicit sex life. So many conflicting emotions were doing battle in my mind that fateful Monday night, as I thought about Shelley and what she h...

Ken's Massage

by Stripemoff on Jan 21, 2020
Mature

My wife, Miranda, fell down at the end of February, on one dark afternoon, during the bad weather. It happened when she hurried across the road to do some shopping. Her legs just slipped away from underneath her on a treacherous piece of ice. Then, as she hurried to get up to avoid an oncoming car, she slipped and hurt herself again. Unfortunately, this mea...

Double Whammy

by SteelSaurus on Sep 16, 2017
Interracial Love

It started off as a dull dreary day; I was unenthusiastically restocking shelves when Aeryn and Jack walked in. That's to say Aeryn AND Jack together, as a pair. I shook my head smiling to myself; Aeryn was famed for her speedy changeover rate when it came to boyfriends. She'd try one for a while, get bored, and without a thought or worry, dismiss him and fi...

Santa's Stand In

by nikki_2021 on Dec 2, 2019
Erotic Couplings

Copyright Nikki Hall 2019 All sexually active characters in this work of fiction are over the age of eighteen --- +++ --- Edited by Tex Beethoven --- +++ --- "Hey Grant, you've got your police certificate that clears you to work with children don't you?" "Yeah, of course I have." "Excellent. Then you're Santa." "What the fuck?" "Phil broke his leg l...

A Surrogate for Emily

by alan9 on Jun 1, 2020
Erotic Couplings

"What can I do about it??????" Kirk whined again. They had tried everything to get Emily pregnant...to have their first child. She'd been off the pill ever since their wedding last year and, every 28 days, smack dab in the middle of her cycle when her temperature increased slightly to let the newlyweds know she was ovulating, they'd fuck like rabbits for the...

The Robertson's Sissy Ch. 14

by Clite69 on Apr 28, 2020
Transgender & Crossdressers

My apologies on my disappearance, life has been crazy. Though this chapter might not have been worth the wait I am sure the following chapters it sets up will. *** Lela and I had spent most of the night cuddled up on the couch. I was woken around 4am by Lela who wanted to go up to the bedroom. In a half sleeping state I followed her upstairs and collapsed...

Samantha's Sex-Dungeon

by markydaysaid on Sep 18, 2017
BDSM

I was relaxing in my palatial, modern bathroom taking a long, hot bath that was filled with expensive oils and salts. I had spent a lot of money getting the bathroom of my dreams, but I deserved it. Heated floors, Italian tiles, expensive lotions, mirrored walls, and every sex-toy imaginable made this retreat my favorite little corner of the world. Normally...

The Conquest Club Files 03

by AlexClayton on Sep 18, 2017
BDSM

Hunter File # 0003: Jen Age: 18 Height: 5'4" Figure/Stats: Slim to Athletic, 30C-26-28 Hair: Flaming Red, long enough to put in a ponytail Eyes: Blue Trophy Taken: Blue bikini tops and bottoms * Hunter File # 0001c: Kim Age: 18 Height: 5'3" Figure/Stats: Petite/30B-24-30 Hair: Light Brown that goes down to her ass. Eyes: Blue Trop...

Grim Fairy Tales Ch. 02

by DocCIS on Sep 11, 2017
Group Sex

Author's Note: This story is a bit different than some of my others, hopefully not having any long-winded plot. It started off as a short (for me at least) spank story. Some may like it, some may not. It is a hot wife type story and a cuckold, so if you do not enjoy such things, move on... The Prologue is pretty much the same as previous chapters, so if you...