Gloryhole Cuckold Stories

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A Cuckold's Tale

by CastleDJK on Sep 14, 2017
BDSM

Based on Chaucer's Canterbury Tales Prologue Three Mistresses are lounging around the pool, chatting and laughing, while their three sissy maids stand by to attend to them. Big breasted in a white string bikini, redhead Mistress Reeve is enjoying a foot massage from one of the sissies at the side of the pool. Lady Night, raven-haired with an alabaster whit...

Story of a Sissy Cuckold

by HughJanus on Oct 24, 2019
Fetish

Hi there, my names Michael but everyone just calls me Mike, i'm a 46 year old guy, i was an average guy living an average life, married to the love of my life, her name is Samantha. Shes my high school sweetheart, we dated all through high school then when we graduated we got married. She still has a smoking hot body, even all these years later, she works ou...

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Girlfriends Fantasy

by Sfmm22 on Mar 6, 2018
Fetish

You had made a promise to your girlfriend Doe that you would fulfill her deepest darkest fantasy that she has had for the longest time, that until you she never felt she could experience. Well now the time time had come for her to collect and for you make good on your word. A little about Doe she was everything you had ever wanted in a woman and you knew tha...

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Only a Fantasy

by GlowingHands on Apr 25, 2020
Interracial

A kiss from Mike woke Jenna up, and she heard him whisper “I love you” as he left, she only really saw his back as she woke and Mike was dressed professionally and sharp as usual. For Jenna though, Mike’s departure meant that she had to get up as well. Today was the day Jenna loved as she got to work from home on Friday’s. Though their home wasn’t huge, bein...

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Harry Potter as A Girl

by Yelawolf on Nov 6, 2019
Fan Fiction

Harry Potter hunch over his wooden desk in his aunt and uncle's house. He sat in the smallest bedroom of the Dursleys home, adding the last ingredients to his silver cauldron. Harry's little monster inside been wanting to see his best friend, Ron, little sister naked for a long time. He held a few small locks of Ginny red hair in his hand. Ready to drop it d...

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Wife Adventures - In the city

by Crayman on Nov 3, 2015
Cheating Spouses

You're a happily married man in his mid-thirties. Average height & build, dark hair, blue eyes, and probably not as endowed as you'd want. Your slightly younger wife, Aimee, is roughly five feet tall with long dark brown hair, dark eyes, an hourglass figure and heavy chest and backside, though she tends to hide her assets with her clothes. Although she h...

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Losing Control

by OlokoMan on Jan 24, 2020
Cheating Spouses

Adam has been married for years now. Adam's wife, Angela, was a stunning woman with long black hair and beautiful eyes. She was average height, 5'6'', but there was nothing else average about her. With a bubble butt to die for, Angela was an 'Angel'. When Angela agreed to date Adam, he thought of himself as the luckiest guy in the world. he wasn't overly at...

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Plaything Pt. 03

by niggaplz101 on Apr 24, 2018
Mature

Editor's note: this story contains scenes of incest or incest content. *** PT 3: Priya's Public Fucking what up fam, here's part 3 of plaything. It didn't take two years this time and I'm def more focused on where im taking it. This story was actually an idea i got from a forum. On another note, if you didn't like my two previous chapters, I respect your...

NaNoWriMo 2019: Chyoa Edition

by grimbous on Oct 29, 2019
Erotic Couplings

Hello fine ladies and gentleman of Chyoa. Are you up for a challenge? The NaNoWriMo season is fast approaching and I thought it might be fun for the Chyoa writing community to do our own version of the challenge. For those that don't know about it NaNoWriMo (National Novel Writing Month) is a creative writing challenge whereby a writer tries to write a 50,00...

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Wow, I think I'm bi

on Dec 19, 2016
Bisexual

FOREWORD: This is a story based around a woman discovering she's bisexual. The story is about her coming to terms with it and talking to various people, most of whom she can also fuck. The story is open to others adding their own chapters, so feel free if you're interested. There're plenty of options located in the sidebar and I'm working on some of them mys...

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