First Time Gloryhole Stories

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Blackmailed Pt. 04

by cdsissybambi69 on Sep 18, 2017
Transsexuals & Crossdressers

Fucking shit was my only thought after seeing Hannah glazed over with cum. Holy fucking shit. "Any regrets ladies?" asked Carl. "Fuck no. That was fucking amazing," Hannah said as she wiped some cum off her tit with her finger and putting it in her mouth. "What about you Bambi?" Carl asked. I couldn't muster any words so I just shook my head, indicating...

Kelly at the Gloryhole

by Mike Black on Sep 12, 2017
Loving Wives

I watched as Kelly walked half a block ahead of me, the short skirt moved teasingly in the evening breeze, bouncing back and forth, her light brown hair was swaying across her shoulders. I thought of her smooth shaven pussy, naked, being tickled by the occasional gust of wind, each of which threatened to expose her to passers-by. I remembered the look on the...

How Debbie Got Laid

by Pokerman757 on Sep 14, 2020
Mature

A sequel to Debbie Just Got Curious, written to conclude the story and to give the husbands view. My wife Debbie is one gorgeous creature. Five feet tall, with large soft breasts and a firm butt, she loves life and absolutely adores sex. She always has, ever since we first met, when we fucked like rabbits; anywhere, anytime. She was hot, always wet and rea...

The Sissy in the Loft

by Sissy_Sammi_ on Dec 31, 2018
Transgender & Crossdressers

*All characters are 18+ *** James grit his teeth and walked through the door, a bell ringing as he entered the store. It was getting late and the sun was setting outside. He had been waiting in his car for nearly 20 minutes, waiting for people to leave the shop and no longer be near the store. The lady running the shop looks at him with a strange look fro...

Becoming a Cum Dump Ch. 08

by plyasian on Sep 14, 2017
BDSM

BEEP! BEEP! I rolled over and pulled out my phone. 6:45am. Tuesday, October 6th. I quickly hopped into the shower where I did a once over of my body. My hair had grown back a little so I quickly shaved it off. When I finished, I headed back to my room to figure what I was going to wear. Shit what do I wear. It was easy when I had Thomas making the decisio...

Special Assistance

by pglass44 on Sep 14, 2017
Erotic Couplings

Dear Keith, Come spend a semester in Washington, DC and open doors for a successful career after you graduate! As one of Washington's top academic internship programs, Capital Semester (CS), provides our undergraduates with Keith stopped reading and hit "delete." This was definitely not on his list of things to do. He went back to his inbox and clicked on...

Sex therapist

by qaz on Sep 1, 2016
Miscellaneous

Who do we follow?What's next? A boy A girl What's next? A boy A girl...

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Destination: Paradise

by LadyLexxx on May 8, 2019
Erotic Couplings

Congratulations! Thanks for taking an interest in being one of five testers for our newest concept resort. We are pleased to announce that you have been selected! What does this mean for you? Well, this means that you will get an all-inclusive 5-day vacation at our newest resort: Destination Paradise. Everything you could imagine is available for your pleasu...

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Glory Hole

by GateKeeper_A on Jun 11, 2014
Group Sex

Last month, you had discovered that your local adult novelty store had a glory hole. Since that day, that glory hole has been all you can think about. Every time you close your eyes, you picture a cock sliding through a hole towards you. Every time you masturbate, your mind is filled with fantasies of strange men's cocks. You shudder with a mixture of trepid...

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Study Break

by strigiforme on Dec 16, 2019
Cheating Spouses

Emily is a junior in college studying Chemical Engineering. She's 5'6", a little chubby, with pale white skin, a plump ass, and large breasts. Her long brown hair is usually in a braid or ponytail, but she leaves it flowing if she's going out to a bar. Her boyfriend since the summer before freshman year, Thomas, is just a hair taller than her and also o...

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