Gaping Stories

22,909 results
Orientation
Length
Source
Infinite Scroll

Jessica Trailer Park Whore

by JessicaTV on Sep 15, 2017
Transsexuals & Crossdressers

It was a late spring evening when Jessica and Phil sat down at the table for their evening meal. It had been a cold but busy winter and the weather was now improving rapidly as the nights grew longer. They sat discussing what Jessica would be doing later that night and also tomorrow night. This was when Phil told Jessica that from now on Saturday nights unt...

Modern Fuck-ily: Daughter Pets

by silkstockingslover on Aug 24, 2020
Celebrities & Fan Fiction

Modern Fuck-ily: Daughter Pets Summary: Claire makes both her daughters into ass sluts. Note 1: This is dedicated to MTL17 who requested the fantasy. Note 2: This is a sexual parody of Modern Family, at a time when Alex is eighteen and Haley is twenty. Note 3: This is a special Geek Pride Story as Haley awakens the inner slut in our nerdy protag...

Mr. Dick

by Pandoras Desire on Sep 13, 2017
Exhibitionist & Voyeur

Lynn had the body of a goddess. Tall, lithe, and well built, and always showing off her body. For the girls and the boys. She was a full-blown exhibitionist. Lynn loved to wear tight cloths, accentuating her gorgeous curves. When she would go out for an evening, all heads turned. Her tits were a full 38d, and the rest a 25-35. But when Lynn was home she most...

Cumming Home

by Sodomite on Sep 12, 2017
Fetish

I had just finished a shitty day of work and was driving home. Usually when I am driving home after a poor day at work I tend to relax by driving very aggressively down the deserted country roads on the way home. After a good hard drive home I am usually relaxed by the time I walk in the door. Today was no exception. I parked my car in the driveway and heade...

His Slut Act 02

by HotHunty on Sep 19, 2017
Group Sex

This story contains intense graphic primal sex between consenting adults. If it gets you hard or makes you wet, please let me know! XOX * I walk in the front door of the condo, where he is waiting with two guys we met in the bar last night. He grins, eyeing my bikini, he's already hard against the fabric of his shorts. "Did you have fun down on the beach...

First Time I Fucked as a Girl

by ambercumz on Mar 5, 2018
Transsexuals & Crossdressers

I just wanted to say this is a real story that really happened to me. * It was the summer after graduation and I had just turned 19. I was dating this beautiful brunette girl. I liked her a lot! One reason, was she was very bisexual and I loved watching her have sex w/other girls. Plus, we both had a little bit of a "kink side" to us. She introduced me to...

Jack and Jill Pt. 06: Jean

by candyflosslover on Jul 13, 2020
Transgender & Crossdressers

They had been trying for a baby for some time and had come to the sad realisation that it wasn't going to happen without some intervention. The doctors wanted them to use donated sperm and have insemination, but it seemed so clinical. Jean had told them about a breeding club that she had worked in and they both liked the sound of it, but as she was walking t...

Shannon's Submission Ch. 02

by alexanderdevalley on Sep 16, 2017
BDSM

Chapter 2: Shannon's The Party The knocks on the door crashed in Shannon's ears like a pounding bass drum, her heart beat quickening, her pulse racing, thumping in her ears. A slight feeling of embarrassment, anxiety and arousal falls over Shannon, knowing she is bound spread wide for the visitors eyes, her ass filled with the short, fat jelly butt plug, th...

Inny-Mini Penis Won't Come Out

by billyrobey on Sep 17, 2017
Fetish

I wasn't super overweight, but most of my fat was in my middle. At the time I was in denial about my manboobs. I guess I was just avoiding the whole thing as I quickly became kinda fat. I hadn't jerked off in what seemed like months. I was kinda uncomfortable with the walls, floor and ceiling being so thin as far as sound was concerned. Having a kinda short...

Vanessa and I - Ch 17: Exploring

by TEBJrNghwJqw on Nov 26, 2018
Loving Wives

I returned home from a business trip two days early, but didn't tell V. I wanted to surprise her. I'd been away for almost two weeks, and all I could think about was fucking her. Parking my car quietly, I entered the house, but no sign of V. Not surprising - it's sunny outside, so she is probably tanning. I grab a beer from the fridge, take a deep pull, and...