Gaping Hole Stories

122,731 results
Orientation
Length
Source
Infinite Scroll

Anal Awakening

by MayhemLass on Sep 12, 2017
Anal

She wakes, quietly but thoroughly, her hand cupping one soft, breast, the nipple hard and elongated beneath her palm. Her fingers sweep out and under, trailing butterfly touches along the sensitive underside of her breast. Squeezing gently, her eyes seek the stiff red tip, measuring the length of her arousal. Her dreams are wisps of ether, hints of sexual lo...

A Worthless Slave Ch. 03

by destroywhiteboys on Sep 16, 2017
Interracial Love

WARNING: I tend to use the "n-word" in my stories quite a bit. If you cannot handle reading that word, then this story isn't for you! Remember that this is a work of fiction and should not be taken seriously by anyone. ======================= As I arrived at the door to my house, I rubbed against the outside of my dress pants. I moaned a bit, as I fondled...

Peggy the Pegger Pt. 04

by FreakyBiFantasyGuy on Sep 19, 2017
Fetish

All characters are 18 years old or older. This is a work of fiction. ***** Peggy the Pegger Part 4: Pee Party We all have our kinks. Be they anal, domination, BDSM, humiliation, feet, pee, toys or anything else, they need satisfying. And that's why, one day, Peggy and I set about finding all our kinks; and what better way to find them than by trying eac...

Willow's Way Ch. 02

by silkstockingslover on Nov 16, 2020
Celebrities & Fan Fiction

Summary: In this continuation of my sexual parody of Buffy the Vampire, Faith can't get enough of Willow fucking her ass. Note: This is dedicated to MLT17 for requesting this series. Note 2: Thanks to Tex Beethoven and Robert for editing this series. In Chapter 1, Faith tries to seduce and ass fuck Willow, who surprises the aggressive slayer by turning th...

A Stolen Kiss - The Devilish Kind

by greystardust on Sep 16, 2017
Anal

University student indulges in a special surreptitious fantasy. Please enjoy... * .... I can almost smell you, dirty little slut. I enter your room. You have been napping. The stolen hour of sleep that injects a further five or six, good hours, of alert and awake attention, the way you like to live your life. You are lying face down, drifting back peace...

The Boss Ch. 01

by lordodie on Sep 16, 2017
Anal

I tried to ignore my lingering headache and focus my attention at the task at hand. Following my usual morning routine, I was making the final adjustments to the large butt plug that would work Mandy's veteran asshole for the rest of the day. Mandy was my personal secretary. She was a cute, mousy, little blond in her early 30's. You know the type: Bubbly per...

Like a Boss Ch. 02

by MTL17 on Sep 18, 2017
Celebrities & Fan Fiction

Sasha Banks was so furious over what happened with Becky Lynch after their match at the NXT Take Over event. Not only had her ass hole been stretched wide and fucked hard for the first time in months, but Becky had somehow talked Sasha into going back to her place for a night of passionate lesbian sex. As that started with Becky eating her pussy Sasha hadn'...

Modern Fuck-ily: Daughter Pets

by silkstockingslover on Aug 24, 2020
Celebrities & Fan Fiction

Modern Fuck-ily: Daughter Pets Summary: Claire makes both her daughters into ass sluts. Note 1: This is dedicated to MTL17 who requested the fantasy. Note 2: This is a sexual parody of Modern Family, at a time when Alex is eighteen and Haley is twenty. Note 3: This is a special Geek Pride Story as Haley awakens the inner slut in our nerdy protag...

White Gurl Pimped in the Hood

by Stephisissycd on Sep 11, 2017
Group Sex

After Black Mike made me his bitch, showing up at motels all over town dressed like a street hooker, he sent me a text one day. "Hey bitch. I need you to dress really slutty, get smooth and totally clean, and meet me at the motel at 6th and Los Angeles st." I knew where that was, right by skid row. My pussy started to throb thinking about what black mike h...

Candice Loves Mickie's Fat Ass Ch. 03

by MTL17 on Sep 12, 2017
Celebrities & Fan Fiction

Disclaimer: This is a work of fiction. I do not know or own Candice Michelle, Mickie James, Torrie Wilson, Victoria or any WWE/WWF stars for that matter. ***** Mickie James had wrestled on the independent circuit for a long time before finally making it to the WWE, and then had spent two years in their developmental system OVW because she wasn't the type o...