Shemale Cum Filled Condom Gloryhole Stories

702 results
Orientation
Length
Category
Source
Infinite Scroll

My Hot Wife Katie Ch. 31

by Freddyj881 on Sep 25, 2017
Erotic Couplings

Katie Visits Wichita Mrs. Jackson felt her cotton panties bunched up against her clit as she drove down Interstate-70 towards Wichita Kansas. Any movements caused a shiver to be sent up her spine. The sexy woman's pussy was hot and wet. She hated long car rides, especially alone, but this was different. The naughty wife had spent a bit more time in front of...

Man is Slave at Gloryhole

by fun4all6969 on Sep 13, 2017
Fetish

Since I was 21 I have been frequenting many different Adult bookstores. I loved watching all sorts of kinky movies and jacking off. I have had numerous bi fantasies especially after seeing the bi and she-male movies but had yet to explore them. These were great places for me since I usually didn't have sex with too many women do to a size issue. I am 35 no...

Kim Lazenby's Resumé Ch. 02

by PrimalRoots on Sep 13, 2017
Group Sex

I like to think of myself as a master of exploitation. Others will call me a bitch, a whore, or just plain evil. But my interference in the affairs of others is minimal; its victims further extend the problems I cause. Many solutions present themselves, but are neither explored nor realized. I feel no sympathy, and remain far from empathy. I only feel joy fo...

Wannabe Cuckold Gets Found Out

by tombrennen on Jan 20, 2020
Fetish

A little about myself before I start the story. A trim 35 year old man that would probably be diagnosed as a sex and porn addict. As long as I can remember, I've been extremely sexual. Starring at cleavage and tight pants, led to porn mags and the occasional video, led to the internet. Once the internet exploded, so did my sexual fantasies. Shemale porn, and...

Glory Hole Confession

by twistedthoughts19782 on Aug 18, 2017
Fetish

It all started about three years ago. I have a good marriage, and my wife is a sweet woman but is a little selfish in the sex department. When we would have sex I would start by kissing and licking her up and down then give her multiple orgasms where by she would usually squirt. I would use my mouth and hands as well as toys. She would be so hot all she want...

A Cum Filled Condom Ch. 02

by curiously_curious on Jul 31, 2019
First Time

With a pop, his cum covered cock slips out of my mouth. I instantly take heavy breaths having strained for air while his cock was buried down my throat, unable to get any words out of my mouth, my sole focus was letting the cool air in. He spent the last 10 minutes holding my blindfolded, noise cancelling headphone wearing head in place, with an overpowering...

Five Shades of Desire

by arachnophile52 on Sep 17, 2017
Erotic Couplings

1: Inscrutable In Kyoto, the cherry blossom season is in the early spring. In the first half of April, Maruyama Park is the favorite spot for cherry blossom parties. The centerpiece of the park is a tall shidarezakura (weeping cherry tree) which is lighted at night. During the autumn, the park is famed for the brilliant reds, yellows, and oranges of its fa...

Goddesses Pt. 01

by GeneraZ on Sep 18, 2017
Sci-Fi & Fantasy

part 1: Little Sister It's safe to say that I could have handled some of these situations better. My hindsight is twenty-twenty. But can you blame me? What wisdom did I have to draw upon, when the hand I'd been dealt, the life I've lived, is so unlike anyone else's? I'd had no frame of reference whatsoever through all my childhood and up into my early adult...

Purgy's Birthday Blowout Ch. 01

by rikkusguardian on Sep 13, 2017
NonHuman

Purgy is the (c) of :iconmatthewbrandon: Vipra reference is the (c) of :iconVipra: Story is (c) :iconrikkusguardian: This story contains one of my new found love of condom filling/popping! X3 I always wanted to read/see more condom inflation, but there isn't much here, at least not at the levels i like it....so i decided to add it to this story and leave...

Growing Needs Ch. 14

by sexgundam666 on May 27, 2019
Sci-Fi & Fantasy

Several vibrations roused her. One after the other, incessant, like the barking of a small dog. Mia leaned up and frowned, looking for the source through bleary eyes. She rubbed the sleep from them and saw her phone close by, flashing its message notification at her. Grabbing it, she found that all were from Annie. Hey, have you seen Rhona? She's not in cla...