Gaping Hole Stories

122,731 results
Orientation
Length
Source
Infinite Scroll

Charlotte the Harlot Ch. 04

by Cordelia Speedicut on Aug 7, 2018
Sci-Fi & Fantasy

New Friends Monday morning, after a quickie for the road, Ginnie left Dave at the farm to negotiate a home swap with their Aunt and Uncle, while she went back to town to open her shop. Charlotte they deflated, folded and boxed, mostly to keep her out of trouble. It was nearly closing time when Carl entered. Ginnie smiled - the boy was even more embarrass...

Pussy-Licker: Cunt-Lick County

by tristantrotsky on Dec 16, 2017
Group Sex

Another sleepy dusty delta day, on the back-ways heading south. Slumped down in the shade by the roadside, smoking my last fat joint, sparks of ecstasy fizz and glow in intoxicating haze. Incandescent molecules ripping comet-trails through my brain. And a patrol car. Wait. Watch its trail of billowing dust as it circles, fishtails in, slows to a stop. She sl...

The Games Ch. 01

by A_J_Amanda_Jane on Sep 13, 2017
BDSM

Jason Storm was one of the few passengers to look well rested, as United flight 070 disgorged it's tired travelers at London Heathrow. 8am in London, 3am back in New York, and a true red eye for most, though Jason had slept almost the entire way, fully flat in the 900-thread Egyptian cotton of Executive First. It was the first flight in a long time he hadn't...

Seattle Shenanigans Ch. 01

by Laura_Mary_Chutmeh on Sep 17, 2017
BDSM

This story grew from a short email from a fan (I hope I can call him a fan). ***** I shivered with anticipation and excitement as I walked briskly from my hotel in downtown Seattle to Aditya's room at the Sheraton. I turned left on Union and saw the large hotel's sign on the front of the skyscraper on 6th Avenue. In my eagerness to get up to the 17th floor...

The Twins' Birthday

by GeorgieH on Sep 3, 2017
Exhibitionist & Voyeur

It all started with my dopey sister-in-law, Wendy. She's always been a little 'showy' - short skirts, tight little T-shirts and all that sort of thing - whereas I've always been too embarrassed to expose too much flesh (I don't even sunbathe topless when no-one can see me). My husband, Dave, always tries to encourage me and reckons that I've got an even bett...

Chronicles of Seven & Sophie Ch. 02

by Eutopia on Sep 12, 2017
NonHuman

All characters are over the age of 19. Thanks to Darksage for editing, once again. -- The cool, plastic countertop did little to cool Sophie's flushed body as she cried out in ecstasy. Her red flushed bosom pushed onto the cold surface along with the side of her face, her arms haphazardly strewn across it in disregard. Her left leg was kicked up, the sole...

Denise Richards is a Peeping Tom

by knight13 on Sep 16, 2017
Interracial Love

The long legs stepped out of the cab as almost every man's eyes quickly glanced at them. The long brown hair flowing in the wind and the sunglasses just above her perfectly shaped nose and pouty lips. Denise Richards had every man's attention on that sidewalk as she exited the cab. She began walking to her apartment feeling everybody's eyes on her body. Wel...

Deus Sex Magnumcock Pt. 01

by tedsitt on Mar 31, 2020
Humor & Satire

Deus Sex Magnumcock Pt. 01 Well, he was on holiday, so why not fuck some idiot bitch? He thought to himself, a conceited smile spreading across his crocodile jaw. The palms floated above him, wind rustling through flat leather leaves and casting sharp shadows across the poolside floor. His name was Jim. Hers Kylie. And she was lying there, barely clothed rea...

Under Mommy's Direction Ch. 05

by MommysHypnoSissy on Apr 13, 2020
Transgender & Crossdressers

The rest of Jaime's day had been a whirlwind of tasks and chores to complete before his Mother got home. His online Sissy Trainer, who demanded that he refer to her as 'Mommy', had given him a myriad of tasks. First it was cleaning up his Mother's bed and sexy toys, putting everything back how he had found it. Then it was back to his room to dispose of his b...

Assessment by Archana

by cyrusbharucha on Jul 13, 2020
BDSM

Tarekh was always very nervous when he reported to Miss Archana for his college tuition. A caning was inevitable. After all, that's why he went. But he had no reason to be any more nervous as he pressed the doorbell this time, apart from that the strange craving inside him seemed stronger than usual. Little was he to know that Miss Archana was also in an unu...