Gay High Heels Stories

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Infinite Scroll

Guys' Retreat Pt. 04

by Cyanlot on Jan 20, 2020
Gay Male

Part 4: Brianna I heard Vince drive up in the car. I didn't leave the room, though. Better to stay here as long as possible. That turned out not to be very long, though. "Brianna," Vince yelled, "come out here. We have some presents for you." Reluctantly, I got up and went to the living area of the cabin. Vince had three large shopping bags sitting on th...

Bi-Trick Ch. 02: Gay Sex Show

by KenJames on Aug 29, 2017
Gay Male

* * * * * * * * * * Note: This is a BISEXUAL story. It has female-female sex, as well as male-male sex. * * * * * * * * * * "Welcome to the 'Mile High Club.'" Brady held the door for Beverly, Kevin, and me. We stepped into the ultimate man cave. The big room took up half of the three-story mansion's basement. A giant flat screen, flanked by four smaller...

The Shoe Store

by PhRedSonya on Apr 17, 2019
Gay Male

I have always enjoyed the feel of pantyhose on my legs, ever since I was a little boy. My name is John and I love to wear women's clothes underneath my work clothes. I am 5'8", have a slender build and keep my legs shaved all the time. When my friends ask why, I explain that it helps when I swim. Today, after work I had decided to go and check out the new sh...

Gay Whore Pt. 02

by Bonemeal on Oct 12, 2017
Gay Male

I stumbled through the door that Ruthy the beautiful black woman had shown me. The music was sultry and sexy, the voices muted as dozens of people milled around in different states of undress. Beautiful women slipped between the crowd and some were roughly being fucked in front of us all. Others were giving blowjobs to the clientele. The room had comfort...

A Sinner's Love: Redux Ch. 04

by SusukiRedd99 on Aug 30, 2017
Gay Male

So like hey guys. Long time no see right. Took a little hiatus to get stuff together. Didn't write much, draw much, or really do anything creative other than sing. Finally I just go my mojo back and decided what better way to make a comeback than to post a new chapter to December and crew's chronicles! So I hope you guys enjoy. Sorry for the long wait. ~*~...

Summer Job Pt. 01

by Showoff888 on Sep 25, 2017
Gay Male

I'm eighteen years old. I'm alone in my room. I'm naked and I'm bored. School's out and I'm looking forward to a boring long summer. So, of course I'm jacking off my six inch cut dick. Again. I've shot off two loads already. Mom and Dad are both gone for the week, taking a well-earned camping trip. I declined. I'm just not into the rugged outdoor roug...

Becoming a Gal Friday Pt. 05-06

by Showoff888 on Sep 14, 2017
Gay Male

Oh my god! I'm naked except for a pair of slutty fire truck red platform high heels, you know the kind you call 'fuck me shoes'. I'm on a bed with David this great looking black guy and Saul, his white gay curly brown hair partner, with the dashing goatee, kind of a Jewish swashbuckler thing going with that goatee. Saul and David are built tall and solidly m...

Summer Job Pt. 02

by Showoff888 on Sep 25, 2017
Gay Male

I'm a white almost nineteen year old virgin. I'm 5 feet 5 inches, I got a six inch slender cut cock when its fully erect. When its flaccid it's a small thing about an inch or so. An average sized ball sack when it hangs down, when it's cool and I'm not aroused it shrinks about to about the size of a half dollar, maybe even a quarter sometimes. I'm just a you...

Hard Worker Ch. 11

by tzael2003 on Sep 16, 2017
Gay Male

Victoria told me last night to get to work early to be in at 6am. So here I am at work, I'm wearing nothing but a red mesh garter belt holding up smokey seamed black silk nylons and truly whorish red shoes, with ankle straps, thick platform and seven-inch spike heels. The red of the open toes shoes match the red polished of my toenails. My seven-inch dick is...

My First Time With the Senator

by pkirk on Aug 18, 2017
Gay Male

I find politics to be interesting, although sometimes depressing when I realize that we bicker about government and fail to see how insignificant we are in the grand scheme of things. Regardless, I love the power dynamic in politics. It has a Game of Thrones feel to it. Everyone is trying to accomplish something and there are so many maneuvers to get it done...