First Time Gloryhole Stories

351,036 results
Orientation
Length
Source
Infinite Scroll

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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The Other Side of the Wall

by Archer2050 on Sep 12, 2017
Group Sex

I felt like an idiot for not dressing up for the Halloween party, which was ironic since the reason I didn't dress up was so I could avoid looking like an idiot in the first place. I was going to this party to just find some sexy stranger to take home and enjoy. I thought my chances of doing that would be better if I didn't put on some ridiculous costume. Bu...

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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Jen & the Gloryhole Ch. 03

by DirtyHubby504 on Sep 19, 2017
Loving Wives

It had been an exciting month since Jen started her "job". Two weeks in, she brought the girl who hired her over for dinner. After dinner, me, Jen And Roxy had an amazing threesome that ended with me dumping my cum in Roxy's tight little ass. After that, Roxy would come over on the nights she was off and on nights that Jen was working and we would fuck like...

Adventskalender

by TobiAss on Nov 30, 2020
Erotic Couplings

Sonntag, 29. November 2020 Es ist der 1. Advent. Malerisch schmiegt sich das märchenhafte Berghotel 'Schneeflocke' in die verschneite Alpenlandschaft. Es ist ihm nicht anzusehen, dass es von einer drohenden Schliessung bedroht ist und viele Mitarbeiter um ihre Existenz bangen. Aufgrund äußerer Umstände steht das fünfstöckige Hotel nun seit fast einem Monat l...

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Adventskalender 2020

by TobiAss on Nov 30, 2020
Erotic Couplings

Sonntag, 29. November 2020 Es ist der 1. Advent. Malerisch schmiegt sich das märchenhafte Berghotel 'Schneeflocke' in die verschneite Alpenlandschaft. Es ist ihm nicht anzusehen, dass es von einer drohenden Schliessung bedroht ist und viele Mitarbeiter um ihre Existenz bangen. Aufgrund äußerer Umstände steht das fünfstöckige Hotel nun seit fast einem Monat l...

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Gloryhole First Timer Pt. 01

by Urtoy2be on Aug 31, 2017
Fetish

I want to start by saying that all of my stories are purely fictional and in no way should be taken for more than erotic fantasy. Having said that I will say that the characters I write about are real people in my life that I use for inspiration only. Their names and personal details have been altered to protect their true identities. If you like my storie...

Unleashing a Horny GILF

by Sharksgo on Jan 21, 2020
Mature

This is true summary of wild sexual mate I had for five years which covered her being 60 to 65! Most notable aspect of her when we met are DDs( implants )popping out on a trim curvy 5'9"body with cute bobbed blonde hair and pretty soccer mom face. She is smart and articulate and, as I found out susceptible to anything sexual under that demure facade. On f...

Bourbon & Blow~*

by Detached From Reality on Nov 7, 2018
Fantasy

Bourbon 'n' Blow~* Bourbon & Blow~* is an Experimental Third-Person XXX Action-Adventure CYOA. That’s a whole-bunch of things! (Sounds pretentious, right?!) It may be a long ride, or it may wind up swerving off road and crashing headlong into a ditch - burning car-wreck, anyone?! The author hopes you have fun along the way, regardless! Fair Warning; Bour...

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Galley of Pain

by Carlurvile on Dec 24, 2014
BDSM

Rebecca, Amy and Amber laughed as they walked up the plank of the wooden ship. "No way!" Said Rebecca. "Check out the oars! This is a galley slave ship. I have to check it out." The other two rolled their eyes at their History Major friend as they stepped foot on the deck. A handsome shirtless man passed in front of them and Amy smiled. &...

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