Stuck In Hole Stories

360,263 results
Orientation
Length
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Infinite Scroll

Carmen the Tomboy Giantess!

by Cryptosporidium137 on Feb 13, 2020
Fetish

Carmen chugged from the can of Coke in her hand and let out a monstrous belch. “URRRRRrrRP!” She bellowed before tossing the empty can over her shoulder. Carmen Thompson was a total tomboy who was known to be quite the delinquent around her town of Bayweather. She had been to juvenile hall once before, and came back even worse behaved than she had previously...

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Enter Meg Ch. 03

by potsmokindino on Oct 19, 2017
Erotic Couplings

Her chest and whatever inch of skin that came into contact with the wooden boards that she was prone on was sore. She lifted her torso off the floor a bit and saw that it was somewhat red and had the impression the rough surface faintly engraved on her skin. Her nipples too felt a bit bruised. But it was all worth it. She reached back and fingered her folds,...

My Girlfriend's Best Friend

by Jjoe9965 on Sep 14, 2017
Erotic Couplings

We were at the movies with my girlfriend, Tina, and her best friend, Mary. My girlfriend didn't know it, but I liked Mary. She was so pretty, with her tiny tits and her sweet looking ass. That night when my girlfriend went to the bathroom, I started flirting with Mary. I started playing with her leg and then I moved on to play with her pussy. It excited her...

Muddin'

by Christhecat on Sep 14, 2017
Fetish

Kent held his book in one hand and scraped dirt off the side of his sneaker with a stick he held in the other. Deciding to read his assigned chapter on a bench in front of the English building on the nicest day of the year was a big mistake, Kent thought. Waaaaaaaaaaay too easy to get distracted out here. A deep purr caught Kent’s ear and grew louder as an...

The Porn Theater

by pondcat on Oct 15, 2017
Exhibitionist & Voyeur

I was traveling to a new city for work and looking at the sex listings to find if there was any decent gloryhole action. It's getting harder to find a good ABS anymore. But not in this town. This town was full of options. The most curious option of all was what was described as a genuine old-school porno theater. A floor full of seats, sofas, even a few bed...

Musical Holes

by naughtymaria on Sep 16, 2017
Loving Wives

Maria pushed her sunglasses up onto her forehead as she crossed the hotel lobby. The tall wedge sandals gave her big, round rump a seductive sway as she walked to the elevator. The short pleated skirt barely covered her ass and the black thong she wore underneath. Her thick meaty thighs tapered down deliciously to her calves, which tapered down to her ankles...

Good Game Ch. 03

by Swtt21 on Sep 16, 2017
Group Sex

I hurriedly fastened the clasp to my bra and pulled my shirt back over my head as Brad struggled to get his dick back into his pants. Thankfully I don't think my mother had seen Brad, just me with my skirt pulled up around my waist and completely topless revealing my soft pink nipples. Not exactly the image the daughter of a Senator needs to portray. I knew...

V.I.P. Room

by sandy1000 on Sep 1, 2017
Group Sex

What started out as an invitation to a party turned into a wild night she would never forget. Sarah was an introverted girl who only had three sexual partners in her life. She yearned for something exciting and different, but had been stuck in the same rut for years. She was a 5'8", dark brunette girl with a sporty figure--toned, but by no means a lingerie m...

Anthony/Toni

by orvette1 on Sep 16, 2017
Transsexuals & Crossdressers

When I was 15 I was hanging out with some bad guys. We robbed a store, I got caught and went to jail for five years. Anthony, my brother, was only ten when this happened. When I got out of prison my parents told me to not come back to the house. So I moved out of town. Five years after getting out of prison things weren't going well for me. When you are an...

I Love to Play Tennis (Kelly's story)

by irish626 on Sep 13, 2017
Group Sex

It was a typical Saturday morning, I woke up and had to shower and dress for my comp tennis match….. this morning I was fresh, relaxed and feeling so so very sexy, so I thought that today I would be a little bit naughty and wear my white lace thong under my skirt… after all no-one but me would know…….. I jumped into the shower and enjoyed the feeling of the...