Gay High Heels Stories

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High and Low Ch. 06

by bisexualsmoker on Sep 16, 2017
Gay Male

Simon's first gay experience certainly shocked the hell out of him, but God was it good! Interestingly enough, Brenda and Farrah's work shifts were rescheduled just after that, and they didn't socialize at all. This meant no Miguel. Maybe that was better though. Certainly there would of been too much "gay" tension between Simon and Miguel. Any socializing w...

High Country Ch. 03 Pt. 01

by zackjack on Aug 30, 2017
Gay Male

The Tale of the Mighty Tungsten Tuberosity Part I "OK, now I think I get it," I responded to Jeremy's detailed explanation about the idea for his Hallowe'en costume being 'assembled' for the coming weekend. I continued massaging the meaty, dark-skinned foot resting across my lap as we chillaxed intimately on the rich mahogany leather divan in the cozy low-...

Becoming a Gal Friday Pt. 10

by Showoff888 on Sep 14, 2017
Gay Male

I'm dressed in my 'Fuck me' backless platform pink six inch high heels, and nothing else, having stripped off the denim Daisy Duke cut offs, the sweatshirt and even the white string thong that was holding in my butt plug. I'm all made up with long lashes, mascara, and pink lipstick, whispering in my white bosses ear to please fuck me. I had previously been...

Girlfriend's Dad Ch. 04

by Markf on Sep 25, 2017
Gay Male

While my high school girlfriend and her mom were gone on summer vacation, I had ended up being seduced by her dad. My summer job consisted of taking care of their home and pool, so I was not raising any suspicions at home. Everyday I would bicycle off to the Engle's. And every day I would spend my time sucking and fucking with Mr. Engle. I had progressed to...

Becoming a Gal Friday Pt. 04

by Showoff888 on Sep 14, 2017
Gay Male

Here I am wearing stiletto heels, thong panties and a matching bra. I just got hired in this work/live job for two Gay bosses. I must be drunk, cause I can't believe what I just did. I actually sucked his huge black cock! What the fuck is happening to me? I'm stunned. After sucking him, he pulled out and gave me a facial! His goo was all over my face like on...

Little Sex Toy Ch. 05

by keptsissy on Sep 26, 2017
Gay Male

I'm squatting in the middle of his cold cement basement floor, just over the drain in his laundry room, sitting back on my high heels. The 4" spike heels he insists I wear now around the house, wobble in them and get whipped for it, walking or squatting. He says a 'lady-like' little bitch should know how to wear high heel shoes. Leather, padded restraints...

Becoming a Gal Friday Pt. 01

by Showoff888 on Sep 14, 2017
Gay Male

At eighteen I fell in love head over heels to the hottest babe I ever met. She was ten years older than me and well, the sex was amazing. She took advantage of the fact that I was always horny, had stamina and could just as easily get hard again to go as many rounds as she wanted. But I guess I was just a passing phase with her, I was merely her boy toy....

Becoming a Gal Friday Pt. 08

by Showoff888 on Sep 14, 2017
Gay Male

Here I am in the front seat of my bosses SUV, naked wearing only a pair of pink platform high heels. My feet are spread wide with those heels sitting on the dashboard. I have this plastic cock butt plug nestled in my ass, and I am sporting my fully aroused erections that my boss, David has oiled for me. We are driving to my Ex's place to get my stuff out of...

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...

Becoming a Gal Friday Pt. 07

by Showoff888 on Sep 14, 2017
Gay Male

They act as if it was a perfectly ordinary night of TV watching. I'm wearing a slutty pair of red platform high heels, open toed and backless and nothing else. Well that is if you don't consider the dozen or so cum loads that cover my body. I am sitting on a leather couch next to my two gay bosses who are also completely naked, their hot bodies wedged next t...