Gay Shemale Mistress Stories

370 results
Orientation
Length
Source
Infinite Scroll

Serving Frank and Stacy

by DuzzErotica on Jul 15, 2020
Gay Male

I shot off a text to Frank at about ten-thirty in the morning, hoping he was up. My cock annoyingly and stubbornly hard as I did it. My wife lay next to me, a teasing smile on her face as she read her book. Fuck, I hope he responded soon. He didn't. It took another forty minutes before I heard the ding chime from my phone. By that time, I'd already made cof...

Curiosity Fucked the Straight Guy

by silkstockingslover on Sep 25, 2017
Gay Male

Editor's Note: this story contains incest content. NOTE 1: A special thank you to Estragon and Goamz86 for editing this lengthy multi-chaptered journey. Curiosity: Fucked the Straight Guy I can't explain for the life of me when I suddenly became curious. I mean I am 44 and have never found any man remotely attractive. Oh sure, I can tell when a man is goo...

The Slide

by SemiStraight on Sep 14, 2017
Gay Male

While this stands alone, my previous story "First" gives more of the back story to where I'm coming from. A middle-aged man who's discovering that being a husband, father, and leader at so many levels for so many years also needs release from those responsibilities. A release that can't come from those close to him lest it creep into his everyday life. The s...

The Hanky Code Pt. 09

by His_fag_wife on Sep 14, 2017
Gay Male

I woke with a start, someone stroking my cock through the rubber. It's one thing to go to sleep exhausted, drugged and horny in a rubber Vacbed, but entirely something else to wake up in one. The claustrophobia was immediate and intense, not being able to move was frightening at first, then as I realized where I was, I began to calm a little. My breathin...

Kings of London Pt. 01

by JasonClearwater on Dec 30, 2017
Gay Male

* * * * * This story follows on from Nate's Evil Exploits. * * * * * ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ Back in London, the Latin Kings find Nate, and they have a request. ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ "I'm not bothe...

Advancing Her Career

by bjmichaels on Sep 14, 2017
Gay Male

She was in a 'mood' when we got home from the party. Earlier in the car as she drove us home, she had asked: "What kind of man are you? What kind of man would embarrass his wife like that in front of her boss and co-workers? One glass of champagne goes to your head?...INCREDIBLE!" We rode the rest of the way in silence. My head was spinning. Not from 'one...

Sexy Spanish Practice Ch. 01

by tattoo_dragon on May 16, 2018
Gay Male

On Saturday night, I was at the second-floor bar of Marla's, waiting for my friend Angel to arrive with his cousin. He was late as usual and downstairs people were streaming in for the drag show. I could hear the boom of the microphone and the master (or rather mistress) of ceremonies, followed by resounding applause. There was hardly anyone upstairs except...

Darlene's Story Ch. 1

by Greg Lee Hunt on Sep 17, 2017
Gay Male

My wife's best friend is a lady named Darlene. She is a very pretty redhead. Darlene was grossly overweight in her thirties. Last year, when she turned forty, Darlene lost more than seventy five pounds and the results have been spectacular. Darlene is extremely self centered and she can be combative and very bossy. She doesn't like to take no for an answer....

Prison Time

by sexyjcanplay on Aug 18, 2017
Gay Male

I had served six years on a 10 years sentence for possession and weapons charges without any complications or problems. Looking forward to my trip in front of the Parole board soon only for them to tell me once again that I will not be released. I'm not mad it's just a part of life. My temper and my "I don't give a fuck" attitude got me where I am right now....

Sequences Ch. 04

by luvkitten on Sep 14, 2017
Gay Male

"Welcome to my Kingdom." The King smiled at the six delegates from the Planets Alliance. "This is my wife, and these are my sons, Peter and Daniel." "It's an honour to be invited here." Captain Steven said, smiling at the four members of Royal family. He looked at the two boys stood behind the chairs of Peter and Daniel but didn't say anything. "My sons wi...