Stuck In Hole Stories

360,263 results
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Length
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Infinite Scroll

Kimmy the Enchanted Princess...Ch. 5

by Wil E. Harden on Sep 13, 2017
Erotic Couplings

Kimmy the Enchanted Princess of Castle Cumalot Episode 5: The Nasty Knight DISCLAIMER: The following story is a work of fiction. Any similarity between any actual events or any person, living or dead, is strictly coincidental. * * * * * Dazed and frustrated after an encounter with a beautiful marble angel who only teased her into a state of great sexual d...

If Only I Could See

by lesvosgirl on Sep 13, 2017
Loving Wives

(This was the start of a new phase in our relationship. My husband and I had talked about us having a threesome many times and we had loads of fantasies about it. I was a virgin when we met and so had never had sex with anyone else besides him, and so I was very unsure of actually doing anything for real. This is what finally happened. If you like it we will...

Freak in the Sack

by greg_caufield on Sep 14, 2017
Anal

This is another true story. This one took place several years ago at an old job I had. I met Jacey at work and immediately I noticed a sexual spark. She was a short girl, about 5'3" with jaw length straight blond hair with big brown eyes. She was 23 and I was 28. She had great skin with a few freckles here and there. I later found out her light bronze skin t...

Yvonne with Erin’s Weekend

by yvonne2011 on Aug 31, 2017
Exhibitionist & Voyeur

Yvonne here again helping/editing Erin's story. Truth is Erin needs very little help. She's a natural writer. Mrs. Johnson, my middle school English teacher, would be very proud of Erin's writing (and mine, I think) if she didn't die of a heart attack from the contents. I'll turn it over to Erin now. Erin here, HOLY SHIT what a night I'd already had! If you...

Vegas Night Ch. 5

by malgbs on Oct 20, 2020
Erotic Couplings

Sandy woke bright and early and made sure I didn't sleep on by giving me a quick, not too hard, jab with her elbow. "Come on, sleepy head," she cajoled. "Big day ahead! Long drive to Frisco ahead." With that, she leapt out of bed, skipped round it, pulled me over onto my back, pressed her lips on mine and let her tongue gently wander round my mouth for a m...

Losing It to My Best Friends

by NerdySex on Nov 6, 2018
First Time

It's only a week before I head off to college. I had never been away from home for more than a few days and was more apprehensive than I wanted to admit. Unlike some, my family and I had never taken any big trips. What would school be like? What about my room-mate? Would I make some new friends? My parents are driving back to Pennsylvania for a funeral. My...

Fraternity

by Manny2314 on Aug 31, 2017
Erotic Couplings

There are two large universities in the Oakland section of Pittsburgh. Shawn was a Senior at one of them. His sister, Sue, was a first year at one of the two small, mostly women's colleges also located there. Though they lived in Pittsburgh, they spent little time at home. Both had wanted to get the full college experience, including living in the dorms. Of...

A Year Ago Ch. 08

by MadQuill on Sep 25, 2017
Transsexuals & Crossdressers

This is an evolving story of Sara's sensual investigation. Please review the first phase of the story. . . ***** As I entered InteriorBent I noted that Avery was wearing a dress and Madison was in heels and a skirt. Her medium pumps were saddle colored with a rolled nose. Those breasts were settled in a gray brassiere I noted. Avery's dress was at least 3"...

The Best Dinner!

by SweetcheeksSt on Sep 16, 2017
Toys & Masturbation

This is the night we've been waiting for, for ages! "The Dinner Party" We prepare all day for this and we were totally exhausted! Let me tell you all about it! Jay and I had a great sex life .We were obviously meant for each other, Nothing seemed to be too * out of it * for us. We were lying beside each other after a Great night of sinful sex. I said to Ja...

Indian Sex Club Ch. 04

by asiansexfight on Oct 21, 2019
Group Sex

The head of my cock was already against Ruth's cunt, seeking entry. I hammered it in, driving it deep into her slit, driving the swollen purple head into her. Ruth gasped and moaned loudly as I fucked her relentlessly, my cock pistoning inside her tight soaking wet hole. Her cunt cream coated the shaft of my cock and leaked out to cover my balls. Her fingern...