Stuck In Hole Stories

360,263 results
Orientation
Length
Source
Infinite Scroll

Cuckold CEO Ch. 08

by drdick69 on Oct 15, 2018
Fetish

For the second morning in a row, I woke up wearing, dried cum encrusted, women's underwear. As I awoke, I could feel the skin of my cock stuck to the cage. It was uncomfortable but bearable. It took a minute for my eyes to focus. As they did, I looked over at my bed. In it, my wife and her handsome lover were still asleep in each other's arms. I had spent th...

Giving in to Temptation Ch. 05

by Storyteller2121 on Jan 30, 2018
Erotic Couplings

Dinner was a hoot. The girls, relaxed after a glass of wine, dropped any remaining pretense and we thoroughly enjoyed an evening of fine food, good wine, and each others company. Emily was mostly interested in business, and Candy, relationships. Our server left us with her number. The girls veered off to the restroom after dinner, leaving me to find the limo...

First Time in Newquay

by stawri on Aug 31, 2017
First Time

The four hour journey in the back of Josh, Jack's best mate's car had been a nightmare, but Jack had to admit as the fourth, or was it fifth, glass of Vodka was pressed into his hand it was worth it. Life was good, A levels had just finished and now they were sat on the decking of a beach chalet rented for them as an end of school present by their parents. B...

Extra Credit Ch. 02, Pt. 2

by TheStinger on Sep 13, 2017
Mature

Well here it is, almost the last chapter of this story. The last part will be up next week, I’m just about finished. This part and the last part of the story were co-written by a very special lady without whom you wouldn’t be reading this. Enjoy! James spent the first hour of the car ride eying Shannon’s sexy body, while trying to keep up with their convers...

A Dream Evening With Margaret

by duke4227 on Sep 14, 2017
Erotic Couplings

The evening was warm and the half moon shone through an almost cloudless sky as Duke waited for Margaret to arrive. He only called her Margaret in the privacy of his thoughts. She preferred "Margie". They had met on the Web and began exchanging e-mails. There had been neither intention nor even the thought that they would meet. Then she sent him a sensual ph...

My New Employee Ch. 02

by Bigguyyyyy on Sep 19, 2017
Mature

After I awoke in the morning with Kelly still on top of me, I just lay there enjoying the feeling. Kelly sure was an incredible beauty. I started to think about what it would be like to be with her every day. But then I remembered, she was married and only mine for this weekend. That was a fantasy killer. Even still, it would be wonderful to be able the hol...

My Girlfriend's Sister is Nasty Too

by Dr_AWES0ME on Oct 6, 2020
Fetish

Editor's note: this story contains scenes of incest or incest content. ***** Believe it or not this is actually based on a true story. The majority of this story is 100% true, some elements were slightly embellished, some were part of a vivid dream, and some parts (names for example) were completely fabricated. Although I have written for many years and ho...

Gullible Neighbour Introduction Ch. 03

by MagnusBaneRagnor on Jul 31, 2018
Humor & Satire

Disclaimer: This is a work of fiction. ***** Jim opened the newly arrived box, he has recently placed an order on Amazon for his gullible neighbour, hoping this will make her go all the way, it was slightly expensive for something as mundane as it was but The Loop wellness website by Pwyneth galtrow sure like ripping people off. Next morning Jim made sure...

Uncut Ch. 02

by Dann0 on Sep 19, 2017
Group Sex

I had been watching the calendar, counting down the days when I would have my next appointment with nurse Sanja. She was in my thoughts a good deal of the time and my imagination would often run wild with what pleasures she might have in store for me. Although I was trying to reduce my masturbation habits in order to be extra horny for her I wasn't always s...

Back Roads

by LooseLisa on Sep 17, 2017
BDSM

"Shit!" I yelled through the empty house. I had fallen asleep watching T.V. and was now probably going to be late for the awards ceremony tonight. I wasn't sure if my commercial was going to win this year, but it certainly looked good. Ever since I found a way to convince people that buying Pexel tires was the green alternative, they had flown off the shelve...