Literotica Stuck In Glory Hole Stories

370,139 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

The Purpose of a Glory Hole

by DirtyMeStoryTime on Sep 13, 2017
Fetish

I started playing with glory holes when I was young. For all they knew, it was another guy, a grandma, or some other deviant. Little did they know who was really in there playing with the penis they stuck through a hole in the wall. I remember how it all got started. One day, we were taking a family trip to the mountains. Since the drive was long and had v...

Glory Hole Surprise

by oraldave39 on Sep 13, 2017
Erotic Couplings

I am a twenty-nine year old guy, 5'8" 165lbs and have been told I look like a geek. I am currently attending community college in a town about 50 miles away and this job helps pay for gas money. I have no rent as I still live with my mom. As you have probably guessed I also have no girlfriend, but that doesn't stop me from fantasizing about women. It was...

FTM Stud Discovers Black Men

by Samuelx on Sep 16, 2017
Interracial Love

FTM. Do you know what that means? For the unwary, it means female-to-male transsexual. That's what I am, even though I haven't begun any surgeries or started taking hormones yet. If you were to look at me, you'd see a six-foot-tall, blonde-haired, kind of tomboyish white chick. You might even check out my big boobs and big white butt and think that I'm hot,...

Spice Up Your Love Life

by Not_John on Sep 16, 2017
Loving Wives

"Angie," I asked, "have you ever been to a porn shop?" "Well, yeah, in college, a couple of the sorority sisters and I got drunk and on a dare, we went one time. I remember it being dark and full of seedy looking men. When we woke up in the morning, we found we had bought a ten-inch lifelike dildo. I guess we needed something to prove we'd actually been th...

The Idea Ch. 07

by niteowl2003 on Sep 15, 2017
Group Sex

How it all began. It all started with a crazy idea. Sat in a public bar, Mick and I were simply bouncing ideas off each other for possible ideal jobs. He turned to me and said "the best job in the world has to be filming those porno stars" to which I replied "No... The best job in the world would be filming everyday housewives and their dirty little fantasi...

Five Nights at a Conference Pt. 04

by luckyfucker on Apr 3, 2018
Group Sex

Editor's note: this story contains scenes of gay male sexual content. Note to readers: features a transsexual in group sex, and a light degree of domination. If this isn't your thing, please move on to something you'd enjoy more. ***** DAY 4 By this point it was clear to me that she'd do anything for my cock, and I was determined to test it. I did a litt...

Glory Hole Orgy

by slutluva on Jul 17, 2018
Group Sex

Jordan has been a cum whore for over 25 years, but a creampie gangbang slut for going on 11 years. Every 2 - 3 weeks either I will organise a gangbang or Jordan goes out on her own or we go out as a couple to venues or parties and a gangbang generally eventuates. Its great fun and Jordan's addicted to the lifestyle. We've travelled interstate and attended...

Prowl

by Marlene on Sep 13, 2017
Transsexuals & Crossdressers

I was on the prowl so to speak: that is I was looking for something interesting. Something interesting and hot in the sex department. Sometimes (quite often in fact) I just have to have something nasty and strange. This was certainly one of those times. I guess I should tell you that I’m 31 years old, 6’1” tall, 165 pounds with auburn hair, green eyes, nicel...

Glory Hole Performance

by SquiresBoy on Sep 11, 2017
Exhibitionist & Voyeur

My heart was pounding as I slipped into the bathroom. He held the door open for Lisa, my other hand tightly gripped in hers as she followed me. The door closed and she grabbed my shirt collar, pulling me to her for a kiss. I could tell she was horny; she'd been on the edge since we left the apartment. Her hand slid down my chest and she looked at me with dar...

A Dirty Wish

by Domwoolf on Sep 14, 2017
Erotic Couplings

This is just a quick and dirty story inspired by my wife of 20 + years. Don't ask it's a long involved tale for another time. Dom Woolf * Janice slammed out of the corporate office more pissed off than she could ever remember being. She stalked down the warm evening sidewalk every strike of her heels telling those around her to stay clear. Four blocks lat...