Gay Heels Stories

2,228 results
Orientation
Length
Source
Infinite Scroll

Cum on Panties

by jakladd on Aug 30, 2017
Gay Male

Cum on Panties - Our phone sex is always so hot, you egg me on in so many ways. My wife has no idea how much I wear her panties not to mention her lingerie, stockings and dresses. We talk about what I'd wear when we get together as I suck your cock. You always have me send you pictures of me dressed in panties, stockings & high heels, telling me how perfectl...

First Meeting Ch. 01

by cutewht26mtoplsyou on Sep 14, 2017
Gay Male

*all references to characters, locations and events are fictional. Any similarities between this story and real life are purely coincidental* Today is finally the day and I'm so excited! Daddy is finally going to visit! He's coming all this way just to give me what I crave and I couldn't feel luckier. His instructions were simple: "dress slutty. Charge th...

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...

Becoming a Gal Friday Pt. 09

by Showoff888 on Sep 14, 2017
Gay Male

Here I am standing naked in red 6 inch plastic high heel platform shoes, all dolled up in makeup with red lipstick and sporting a semi-erect cock being held in a fabric cock ring thong that is also holding a penis shaped butt plug in my ass. I am in my Ex's apartment complex in the morning hours with David in an elevator. I feel so vulnerable and so much l...

Little Sex Toy Ch. 02

by keptsissy on Sep 26, 2017
Gay Male

The only sounds in the room are his loud grunts and heavy breathing. That, and the springs of my bed, my bed board hitting the wall. My soft whimpers, soft crying and moaning are drown out by all of this. My eyes closed, I keep my face buried in the pillow in front of me. "Uhg, Uhg...fuck, ooooh, Uhg...", he slaps against me from behind forcefully and very...

The Beachfront Bar

by The_Technician on Jan 16, 2019
Gay Male

= = = = = = = = = = = = = = = = = = = = Sometimes it takes a little push to help someone become what they always wished they had the guts to be. In this Gay fantasy, Tracey gets that push. = = = = = = = = = = = = = = = = = = = = WARNING! All of my writing is intended for adults over the age of 18 ONLY. Stories may contain strong or even extreme sexual con...

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...

Bicurious Fantasy Becomes a Reality Ch. 02

by StraightButCurious on Sep 25, 2017
Gay Male

A few days had passed since I sucked cock and took it into my ass for the first time. Greg, my coworker and good friend, had easily seduced me into worshiping his big cock and plum-sized balls with both my mouth and my ass. I considered myself extremely lucky because my first gay experience was with a well-endowed man in every aspect. Just the thought of his...

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...

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...