Stuck In Hole Stories

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Orientation
Length
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Infinite Scroll

The Pricipal's Office

by snakebyte on Sep 1, 2017
Group Sex

Sarah walked into the principal's office wearing her little Catholic school outfit. She knew why she was there. She had planned this. She had been planning this since she was a freshman. Now 18, she had grown up. At 5'6 she was gorgeous with nice firm breasts, a nice ass, and a shaved pussy. The principal of the school was Daryl. She had wanted him since s...

She's My Boss and I Fucked Her

by anonymouse333 on Oct 22, 2019
Erotic Couplings

When I was eighteen I was shy and quiet. I worked as a waiter and daytime assistant to Maitre' D in a large, fancy restaurant . The Maitre' D was a woman of about forty, short, plump, blonde and mean; she was used to getting her own way. Her name was Marie. Her face was a bit puffy but not un-attractive. She usually wore pale or pastel trouser suits with fit...

The Bet

by Chancethedog on Aug 18, 2017
Fetish

Danny really thought he had it made. Betting the wife for the Rose Bowl game. Hell what does she know about football, nothing! But his redhead green eyed vixen didn't have to know anything. Her team which was supposed to be the underdog had the game won before the third quarter ended! Speaking of ended, there he was naked rear ended up over her lap. Her ha...

Eat the Mess

by NoLiteraryValue on Sep 18, 2017
Anal

Claire crossed the room to where the couple were fucking on the couch. Claire was a muscular girl, some would say too muscular. She had black hair and big fake tits. Her abs were cut and she had a large clit that slightly protruded from under its hood. Her legs were thick and strong. She had a cruel mouth and a classical, Roman nose. "Damn, that looks good...

Two Russian Dipteras Meet and Chat

by uksnowy on Sep 1, 2017
Humor & Satire

Being addicted to voyeur videos, which include females on toilets, there are some centred on the continental beach toilets, which are no more than an open row of squats over pits. Of course that means quite a few flies buzzing around and this story has grown out of those intimate scenes and my evil mind. ***** "Where the fuck you been? You missed a great...

The Daughter Ch. 08

by motorcyclemaniac on Sep 13, 2017
Erotic Couplings

The girls had left and I thought I would catch up on my paper work before leaving to eat lunch with June and spend the rest of the day and night with her. I thought I would have a cigarette on the back deck in the morning air before I got started. I lit up and lay back on the lounge chair and closed my eyes. I began reflecting on all the pussy I had recently...

A Wrong Turn Ch. 01

by PensRule on Sep 14, 2017
NonHuman

Stacy and her best friend Megan were ready for a night on the town; they were both wearing a skintight body suit that had the legs and arms cut out of it. In place of those, they had gloves and leggings that fit half way up their thighs and forearms. Megan had her dark hair hanging down to her shoulders, while Stacy had jelled her light brown locks so they s...

The Chink of Light Ch. 05

by Drmaxc on Aug 30, 2017
Exhibitionist & Voyeur

Of course Geoff slept soundly, of course there was a knowing smile from Chloe across the breakfast table, of course there was an innocent look from Chloe as she peeled a ripe banana and chopped it onto her muesli - and of course there was a wink when her mother was not looking. Another night, another opportunity to stick his penis through Chloe's wall. He...

Was it Really Her? Ch. 02

by Wbeach2012 on Sep 11, 2017
Mature

Thank you for your response from the first story. It was so positive that I decided to write a second part to it. If you want, you can read part 1 at http://www.literotica.com/s/was-it-really-her Or just click on the author link and find the story "Was it Really Her" Hope you enjoy the story. ***** Oh shit, it happened again. We had an agreement tha...

Meeting Unexpectedly

by JP_n_Bunnie on Sep 14, 2017
Erotic Couplings

Visiting New York on business I find myself snowed in and stuck for several days alone. Being a last minute trip I have no clothing, computer to keep in touch, and am holed up in a very boring rural hotel. The only distraction in walking distance is a small strip mall across the highway. I walk across the frozen road and begin to explore the small convenien...