Holes Stories

36,815 results
Orientation
Length
Source
Infinite Scroll

The Good Doctor: Origins

by secret_reader on Dec 24, 2019
Sci-Fi & Fantasy

"Please! Don't!" the girl pleaded. The men surrounding her just laughed, and continued their advance. They had backed into a corner; there was no escape. "Hey, the boss isn't here yet." One of the men said; he was tall and boney, with greasy hair and a wicked grin on his face. "Maybe we could have some fun with her." A general rumbling of approval came...

Taking the Lad out of Alladin Ch. 13

by CaseyHeart on Jan 6, 2020
Transgender & Crossdressers

My face was kind of a mess. My jaw was sore. My butt hurt, and I couldn't decide if I liked it or not. My dick was locked in a tiny metal cage that hurt like hell whenever it tried to get hard, and pinched sometimes. And my stripper version of Mr. Miyagi was asking me questions all of a sudden. Specifically, she wanted to know if I thought I had earned a p...

Body Jewelry For Women

by Leeaz383 on Jan 6, 2020
Reviews & Essays

This is a true story. No names will be mentioned to protect everyone involved. ------ Once upon a time in my youth, I was having to learn about everything on my own. But after I turned 18, and I started getting concrete information about love and sex, and after I kissed my first girl, I realized just what a woman was, and a woman could be. I had four lov...

Sticky Situation

by wellokiguess on Jan 21, 2020
Fetish

Bill wanted to indulge all of Marie's fantasies. He bent over backwards (almost literally) to please her (sometimes) extreme, fetish-ridden wants and needs. He had some fun over the years with it, but, maybe tonight would be the exception to that rule. He actually remembered, fondly, when his beautiful bride had as many as five lovers at a time, while he fil...

Sophie's Week

by Rebby the Bunny on May 25, 2020
Fetish

My name is Sophie, 20 years old, with a busty DD cup and a soft jiggly ass. I love wearing skimpy outfits, teasing my friends and kin, and I have a huge collection of toys. It was the middle of June and my parents have decided to go overseas by themselves, leaving me alone at home to my own devices. As usual, I’m dressed skimpily in my usual frilly top and a...

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The Agent Henderson Chronicles

by ThunderThunt on Apr 28, 2020
NonHuman

At 5'11, Olivia was the last person who should've been wearing stilettos. Truthfully, she was more a combat boot kind of girl. Classy that she was. But her target in particular seemed to have a thing for something called "Glamazons," which she took to mean slutty tall bimbos. And damn did she feel like one. Glammed up in a dress that better qualified as a ba...

Gold-top and Blue-tits

by Daniellebatts69 on Mar 31, 2020
Exhibitionist & Voyeur

For the last few months before I left college, I had a part-time job with my uncle, Roger. Roger by nature I used to call him, not to his face obviously. He was my uncle on my father's side, and he was a right character. If ever you wanted anything, then uncle Roger would somehow manage to get hold of it. I wouldn't consider him as a criminal, more of a love...

Superbowl Bet and Payoff

by will4play2 on Apr 22, 2020
BDSM

Randy and I had been playing a lot online but wanted to realize our relationship in real-time. And so it was we agreed to meet face-to-face. Yet every time we would set up an appointment, Randy would cancel last minute. Randy finally admitted, I'm apologizing to you a lot these days. Though we are both switches, I have always considered myself slightly mor...

Good Morning

by TheLastUnicorn on May 11, 2020
Erotic Couplings

A gentle breeze from the open window kisses my skin, stiffening my nipples to stiff peaks. I groan and stretch, still half asleep, and reach for the cotton sheet that has slipped away during the stifling heat of the night. I pull it back over me, one leg still exposed to the thankfully cooler air. The sheet has bunched together between my legs and as I tug...

New Explorations

by DoctorSocrates on May 11, 2020
Group Sex

"Hi, professor!" you say as you bounce into my office. "Hi, there." I grin. Seeing you always brings a smile to my face. But then I see that you look a little pensive. "What's wrong?" "Nothings wrong, really. But I have a bit of a problem I was hoping you could help me with." It's hard for me to imagine anything I wouldn't do for you at this point. "Ok, w...