Femdom Gloryhole Gloryboi Sissyboi Betaboi Stories

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Sam's Story Pt. 09

by Shadykingcolor on Jul 6, 2020
Fetish

As I sat in the basement...the dungeon, contemplating my new life as "Trisha." Mel's anger. She knows about Cassie. How my life is forever changed, I ask myself "was it worth it?" The door creaks open. Someone begins to descend down the stairs. It's Cassie, holding a cup and saucer. "Tut tut tut, Pet. Who's been a naughty little sissyboi." She purrs while...

Sissy Cuckold & The Old Bull Ch. 01

by DirtyDaddyHunter on Sep 19, 2017
Loving Wives

He waited on the bed as instructed. He had dressed exactly as he was asked: A pair of lavender lace trimmed panties stretched tightly over the young man's small cock; a matching bra covered his hard brown nipples too. He also had on a garter belt and some high heels. Too top in off he had on some coral lipstick and he had painted his nails perfectly. There...

The Gloryhole

by wizard666 on Sep 13, 2017
BDSM

Brad and Janet had been together for many years and although they had an open relationship, they had never been to a party like this one before. As they drove to the house, Janet was trembling in nervous anticipation. She had never done anything this adventurous before, but despite her fear she could still feel the excitement building! Janet had worn a slink...

Gloryhole Addiction Ch. 02

by Brittni4u on Dec 19, 2018
Fetish

It has been a several years since my dirty yet amazing gloryhole experience. At that time, I was 18 years old and still in high school. It was supposed to be a sneaky one time experimentation which turned into a nine month long, multi-visit, wonderful cock sucking experience that has never left my memory. I have always had an oral fixation when it comes to...

After School Ch. 02

by Faye_Skylark on Sep 25, 2017
Erotic Couplings

Crystal McLaren stood anxiously in the cramped backroom office of the local adult book shop. She could never quite work out why they were called book shops, since they she didn't see many books in the store. Instead it was mostly filled with adult DVDs, toys, outfits and miscellaneous products. Crystal was eighteen years old and a student in her final year...

First Time for Everything

by qazwaz on Sep 12, 2017
First Time

My wanting cock throbbed around my hand as I glanced down at my illuminating phone in my dark car. "Just got here" I replied, before switching internet tabs to the previously-loaded video of a blonde girl in a gloryhole. I had a long drive that day, about 3 hours to my hometown destination. Having broken up with my girlfriend a few weeks back and not having...

Date Night with My Wife Pt. 02

by amadbaker on Aug 31, 2017
Group Sex

As we entered the bookstore we realized how late it had become, without noticing it was already after 2 in the morning. That was OK since our favorite store is out away from towns and city's so it doesn't get more than trucker traffic and since it's the weekend there are not a lot of them out and about. Shawn and I were following my sexy wife Debbie around w...

Gloryhole First Timer

by SluttyChrissy on Oct 5, 2020
Transgender & Crossdressers

This is a true story of an experience I had a few years back. I hope you enjoy! It all started on a random Thursday on my lunch hour. I was feeling especially girly that day and I decided to make a detour to my favorite little adult bookstore/lingerie store. I walked in and slowly browsed around, looking at the lingerie and dresses, just enjoying the feel...

A Perverse Plan

by Candyboi on Sep 25, 2017
Transsexuals & Crossdressers

It started off with little things, small suggestions, that quickly snowballed into perversion. My wife Carla, who for the first decade of our marriage displayed little interest in kinky sex games became a hot wife virtually overnight with total control over me... Carla is 44, has a very curvaceous ass, 34DD tits, and works as a doctor at the local hospital....

Gloryhole Event

by carriekitty on Apr 22, 2025

Well i decided to try something new for a change, I spoke to Kerry (friend from previous stories) and she told me that there was a greedy girl event going on this Friday night, Carl was out with his friends and I had nothing planned, so I thought I'd go down and see what's going on. So Friday soon came and I got freshened up, put on some smart casual clothin...

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