Gay Shemale Mistress Stories

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College Fund Ch. 07

by bjmichaels on Sep 14, 2017
Gay Male

"I want to be naked with you," I whined to Marty, "is there any night we can be together? Maybe spend the night in a motel?" I already knew the answer. His wife, Miriam, told me she will intentionally be out of town Friday night so I could lure her husband to the motel. It was simply a matter of Marty working up enough nerve to meet me in public instead of...

Losing My Cherry

by bimanms on Sep 14, 2017
Gay Male

It was 1996 and I was living on the coast of Mississippi. I had been married for six years, and my second son had just been born. I had just returned from several months at sea on a Navy ship. My wife was always exhausted and not interested in sex. I, on the other hand, had a perpetual hard on. One day while driving along the beach I happen to notice a sign...

The Wingman Ch. 02

by noodneighbor on Aug 18, 2017
Gay Male

We were all pretty trashed when we got back to the apartment and the Dom playfully slapped me and said I should join them in their room. I wasn’t expecting that and looked at Kent who looked at me differently than he ever had before. I laughed it all off and told them I was going to sleep it off which is what I did… for awhile. I don’t know how long a was...

Becoming a Slut for Cock

by TheDarkCloud on Sep 14, 2017
Gay Male

'Oh God, if my ex girlfriend,Julie could see me now', I thought to myself breathlessly. What the bitch would have seen was me lying naked and face first on my Pro Domme's bed. I had a leather blindfold on, my wrists were cuffed tightly behind my back and I was currently drooling around a rather large orange ball gag thaT was too tightly jammed into my strai...

My First Big Black Cock

by babaca789 on Sep 14, 2017
Gay Male

This is my first submission, please let me know what you think! All comments are welcome :) ***** Well, I was about 18 years old and fresh out of high school. Horny as hell, constantly jerking my cock at porn, thinking about girls (I was actually pretty straight at this point) and trying to fuck as many girls as possible. I had hooked up with a few guys t...

A Fantasy of Mine Ch. 02

by ima_milkwood on Nov 12, 2019
Gay Male

I say yes, and widen my stance to bend over in these heels. The weight of the tits pull me down and the counterbalance of the ass levels me out, I have never felt so sexy. So desirable. Basically on my toes, with my ass pushed out snorting up the first line of whore fuel. I tilt my head back and take a huge snort to make sure I got every grain as far back in...

Co-worker's Man Ch. 25

by rmdexter on Sep 14, 2017
Gay Male

After having me service her through six orgasms, Mistress Claudia asked me if I was ready for more. ME.....?????...I couldn't believe that SHE was ready for more! "Yes Mistress," I replied obediently as my tongue came out and ran around my lips and chin. I wanted to make sure I had gotten every drop of my cum from her luscious tits. I looked down at the imp...

The Hanky Code Pt. 16

by His_fag_wife on Sep 14, 2017
Gay Male

Melinda opened the door to a very large guy, not tall but fat almost round. He waddled in smiling and sweating profusely. He carried a large Gladstone bag giving him the air of an old fashioned Doctor. Mistress Caprice said "Welcome Mr Smotherer, I hope you're pleased with your pig." "Ohhhhh yes, she looks perfect, I really have worked up a sweat on the wa...

My Best Friend(S) (FM) Ch. 01

by Lovelicker2 on Sep 14, 2020
Gay Male

I was nervous. Having hesitated for a long time I finally gave in and agreed to meet up with the dominant woman I had been chatting with online for a few weeks. We had met on a sex-contact site and it sort of clicked immediately. She knew how to push all my buttons and soon knew that I was more than just bisexual and submissive. As the weeks passed, she go...

Swingers

by HerLittlePiggy on Sep 26, 2017
Gay Male

"Touch it piggy," my wife Julie said sternly when she saw the indecision on my face. We had been swinging for more than a year but we were a soft swap couple. I had no desire to watch my sexy wife with another man and she did not want to watch me fuck another woman. We started swinging because Julie was a bisexual exhibitionist and I was a voyeur who lov...