Fisting Boy Stories

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Orientation
Length
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Infinite Scroll

Fisting Cheryl

by Ravisher71 on Sep 26, 2017
BDSM

First impressions whether they be online or in person are not always accurate. I had posted online a thoroughly debauched tale of fisting and stretching – one of many. It is always good to get feedback and I often get asked if the stories are real or 100% fiction. The answer is a mix of the two. One of the stories elicited a response along those lines from a...

The Wily Ways of Mrs. Wilson Ch. 01

by milfleglover on Sep 11, 2017
Mature

Theresa Wilson looked out the window at the boy cutting her lawn. "Nice," she cooed to herself, her hands running down her front and into her tight running shorts for a quick feel that left her fingers moist. "He'll do." Mrs. Wilson was a widow, living in a modest home on the outskirts of the town's upscale area, a town by the sea near Cape Cod where many...

Molding Clay Ch. 07

by KalePond13 on Jul 14, 2020
BDSM

Clay awoke in the middle of the night, surprisingly so considering everything that had happened in a single day before. He could feel his coach behind him, snuggling him closely. His warm breath lightly tickling the back of his head, a steady, even rhythm. It seemed the man could put a smile on his face even while he slept. He didn't want to move for anythin...

Redwater

by UF on Sep 19, 2018
Amateur

Peter Grayson woke up late that morning his head ringing from his hangover. Slowly getting up out of bed, he made his way over to his bathroom washing his face in an attempt to wake himself up. Looking up in the mirror, Peter checked himself out. Peter Grayson was eighteen years old with short brown hair and brown eyes. He was tall with a muscular body and s...

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Lois Lane's Night Out

by exxxidor456 on Aug 13, 2017
Fan Fiction

As with all my stories, I welcome other authors to add chapters! Remember to like and bookmark your favorite chapters! Regular chapters with 5+ likes get a sequel, chapters with 10+ likes get two. End chapters get an epilogue with 10+ likes. Chapters with the most likes & bookmarks get updated first! All characters in this story are at least 18 years old...

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An Upset Mother

by Bob_6 on Sep 15, 2017
Fetish

I was lying in a bed and felt a bit dreamy, when my eyes were made to open, by a loud sound, like a door closing, more like it was being slammed shut. I blinked a few times, my head was in a spin, I heard a voice, a loud voice, shouting, "Carol, Carol... you in... Carol, are you still in bed?" Then I heard footsteps climbing up the stairs, and more shouting...

Two Hands, Three Holes

by libidinal on Sep 12, 2017
Anal

We'd been going at it for more than a year, me, Peggy, and her boyfriend Tim. It started off one night when I was dateless and went with the two of them to a party at one of the college dorms. Peggy had been my roommate when I was a freshman, but even after she joined a sorority and I stayed in the dorms, we kept on being good friends. And another thing is,...

My First Pussy Fisting

by 57hangar on Sep 25, 2017
Fetish

Fisting a woman had been a long term fantasy of mine. I met a woman that liked to give and receive. Even better. I like being fisted too. She was in her early thirties, mixed race with 34C boobs. Couple of decorative tattoos, one at the base of her spine, the other on her right shoulder, complementing her brown skin. Long, black hair tumbling over her shoul...

Anal Fuck Toys

by RedragonLite on Jul 12, 2020
Fetish

Join the CHYOA Fan Server and discuss this story and many more with the community: https://discord.gg/DQn3bVH If you want to support me and my work, please check out my Patreon: https://www.patreon.com/redragonlite This is the first and last chapter out of context. Here the premise will be explained, and all characters you may choose from are listed, each...

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The Fall: a Codeine Lane Adventure

by pinustaeda on Sep 12, 2017
BDSM

Disclaimer: I'm not a misogynist, though this story may convince you otherwise. Fantasies are fantasies, bro. Please practice safe, sane, and consensual sex. The Barrens district of Angel City sprawled out in front of Rebecca "Codeine" Lane. Almost every building in the place was a "habitation unit" repurposed from aggressively rectangular deep space shi...