Gay Shemale Surprise Stories

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The Other Side of the Window Ch. 04

by EaglesFlyte on Sep 15, 2017
Gay Male

We were enjoying our new arraignment. In my own apartment I was sleeping on the futon in my den. I stopped sleeping in the bedroom because I could not deal with sharing a bed with her and not be able to touch her. I would sneak upstairs at night sometimes and join them for part of the night. My wife would often tell me in the morning how she heard (as she p...

The Hanky Code Pt. 15

by His_fag_wife on Sep 14, 2017
Gay Male

Mistress Caprice stood in front of me and looked deep into my glazed eyes, as I rocked up and down on my rubber cock. "I had to pay a pretty penny for you bitch, after so many people had watched some of your more extreme videos. A lot of very depraved people could see just how much use you might be." "But I wanted you before your inevitable trip to the far...

Explorers Ch. 08

by T@nman on Apr 3, 2019
Gay Male

I got home during the late afternoon. Marcia was back from the mall so the two of us washed my car. We squirted and splashed each other with water and played grab ass. By the time we finished we were both pretty turned on. We were both breathing hard. I had a hard-on for my sister. Marcia's breasts and pebble hard nipples were visible through her soaked t-sh...

The Hanky Code Pt. 14

by His_fag_wife on Sep 14, 2017
Gay Male

The warmth of the sun hit me after such a long time in the dark and dirty recesses of Master S's world. The fact I was wearing heavy duty rubber panties and bra became all too apparent as I started to perspire, not that I could take my hoodie off in the area I was about to walk through and with what I was wearing under my shirt. I started to walk on my sti...

Surprise Turns Out Husband

by vikkihawe000 on Sep 23, 2019
Gay Male

Evan looked down at his phone and saw the text from his wife Callie. -Hey, there's a surprise waiting for you in the bedroom when you get home. I think you're really gonna like it. It's no secret he and Callie had been stuck in a rut sexually lately. Neither knew exactly what caused it. Maybe it was because they had been together for 5 years and were now...

A Surprise at the Gym

by jnw001 on Aug 18, 2017
Gay Male

It's Nick again. I recently found out I'm Bisexual. I discovered it by having two guys, Butch and Steve, catching me watch them have sex in the gym shower after hours one night. Since then I've been their little fuck toy every Wednesday night after our work out. I'm 5'11", tan, and in good shape. Steve is 6'6", blonde, slender and athletic and Butch is also...

Old Man Discovers... Ch. 43

by tnwriter on Sep 14, 2017
Gay Male

last sentence chapter 42-"I hope you didn't do it for me" "OH, hell no. Well maybe a little. The gut was beginning to become embarrassing and the chicken neck was a disgrace. I was surprised at my recovery time. It's such a new me that I'd love to parade naked in front of the ex," Fred say's. "Well, you can parade naked in front of me anytime," I say. Fr...

Controller Ch. 04

by reddirtwriter on Sep 1, 2017
Gay Male

The door was locked and my lights off. I huddled on the bed wrapped in a thick blanket. I'd showered twice, and still felt like I couldn't get clean. I'd never experienced anything like this. My naiveté had been ripped away, and the mental anguish had been much worse than I'd expected. There was a soft knock at the door. Just leave me alone. Can't they get...

Hardcore Holiday Ch. 05

by the_apocalypse on Sep 14, 2017
Gay Male

Once dressed the guards led me through a series of corridors, before leaving me in front of a large wooden door. Slowly I opened the door, only to be blinded by the intense sunlight from outside, and stepped through, and back outside. I looked around for a few seconds, unsure of my whereabouts, when I saw a sign pointing towards the town and headed in that...

Husband's Birthday Surprise

by CheriSM on Sep 14, 2017
Gay Male

My husband Larry's birthday was coming up and I wanted to give him a really sexy surprise. Everything was arranged; the dinner, the hotel room, and of course, the sex. I put on my sexiest dress, thigh highs and high heels with the intent of getting him worked up over dinner. It had the desired effect and when I slipped off my shoe and ran my foot up his th...