Gloryhole Fuck Stories

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Length
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Infinite Scroll

Marie the Goth: High School Pt. 01

by andrewdavis on Sep 13, 2017
Humor & Satire

Marie is an 18-year-old female goth who goes to high school. She is a beautiful, white, pale skinned girl with long, shiny, black hair that went down to her hips, with bangs on the front. She wore piercings on her left ear and one piercing on her right eyebrow. She also wore black lipstick, a black ribbed knit beanie hat, a stud neck band, a black hoodie wit...

Mandy's Sexcapade: the GloryHole

by Syzoth on Dec 2, 2019
BDSM

"GloryHole" is a quasi-prelude to the "Sharing My Wife Amanda" series, but can be read as a standalone. This story is the first idea I ever had for Literotica, and I hope you enjoy it. -Syzoth * Amanda and I recently celebrated our 9th wedding anniversary, and it's easily been the greatest 9 years of my life. I adore the ground that she walks on and lo...

First Time Buttslut

by missyminx on Sep 12, 2017
Transsexuals & Crossdressers

I just got home from the adult bookstore, let me tell you what happened to me. Arriving at the abs I went inside and purchased a debit card from the clerk and went into the arcade. Inside the arcade there are eleven booths, two are side by side, I saw that one was occupied so I entered the one beside it took my pants off and sat there in my pink panties stro...

Hole in the Wall

by plushpeach on Apr 9, 2019
Mature

NOTE: If you're an avid reader of my other works, some of the names in this story may sound familiar. I suppose you could consider this story some world building! If that's something you're enjoying, please let me know with comments and feedback! I'm definitely trying something risky, so any of your thoughts are very welcome. As always, enjoy! ***** "Hey...

Jamie the Gloryhole Slut Ch. 02

by jr0777 on Sep 16, 2017
Transsexuals & Crossdressers

Hi guys, I got a lot of positive feedback on my last story, part 1 of Jamie The Gloryhole Slut. Thank you everyone for the encouragement. With that encouragement in mind, I give you my second story about slutty Jamie. I hope very much that you enjoy it and it turns you on -- it does for me. Love, Jamie * It was a typical weeknight dinner meeting with cli...

Payback's a Bitch

by sissymaidallyson on Sep 13, 2017
Transsexuals & Crossdressers

Knelt on my knees and taking a glance to my right at the sight of a woman counting cash whilst I sucked off a guy I started to wonder how this had all happened. I had a good job and didn't have a huge problem with getting lovers. I was straight and loved women but here I was – nothing but a sissy prostitute being rented out for the oral pleasure of men I di...

The Pump House

by AlinaX on May 11, 2020
Fetish

Inspired by an idea by enigma3 in the Forum. * They say size doesn't matter, but when you are - whether by length or girth - within the smallest five percent of the population, it's difficult not to feel self-conscious about it. It's difficult to talk to women without imagining their horror, their amusement, their mockery, their contempt. Easier to avoid r...

Gloryhole First Timer

by SluttyChrissy on Oct 5, 2020
Transgender & Crossdressers

This is a true story of an experience I had a few years back. I hope you enjoy! It all started on a random Thursday on my lunch hour. I was feeling especially girly that day and I decided to make a detour to my favorite little adult bookstore/lingerie store. I walked in and slowly browsed around, looking at the lingerie and dresses, just enjoying the feel...

Mike, Pam, Pete and the Favor Ch. 02

by StackedAction on Sep 25, 2017
Group Sex

Part Four Pam showered and was drying her hair with the hotel provided blow dryer while Mike took a quick shower. As Mike exited the bathroom in his towel, he looked at Pam in the mirror. "Lose the bra, you won't need it where we're going." Mike got dressed quickly, as it seems all men can, and was sitting on the bed, texting on his phone while Pam did he...

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...