Shemale Fucking Guy Stories

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The Roommate

by DVS101 on Sep 13, 2017
Erotic Couplings

"So what the hell are we going to do now?" Marc asked as he slumped into the sofa, his fourth and fifth beer of the evening carefully balanced in his hands. He always brought a backup because at the rate he drank them the spare never had a chance to get cold. The issue he was referring to was our roommate situation. Jason, our third roommate in the last two...

Desperate Fever

by Smith1012 on Sep 17, 2017
Celebrities & Fan Fiction

I drove in my M3 down the streets of Los Angeles. Life was good. I had a great car, a great job and might I say a great house. I cruised the street looking out the window and seeing people walk near the Staples Center. There were some fine ladies in short skirts which blew my mind. It was a hot summer day. People were sweating out there and I was sweating ex...

Sandy

by satyrman1 on Oct 6, 2020
Erotic Couplings

Freshly out of the military and 21 I knew I had to get a good job and was looking in earnest. My finances were OK but not finite so I was in conservation mode and because I was my social life was all but non-existent. Luckily there was a cheap movie within walking distance I went to a couple times a week and after I would go to an all-night diner, sit at the...

Fantasies Shared

by Fantasies Shared on Sep 14, 2017
Loving Wives

Ok, I’ll admit it… I am a cock hound. A dog. My Daddy use to say I’d fuck a woodpile if I thought there was a snake in it. Maybe that’s why I still deal a little pot all these years after I know I shouldn’t be. Maybe that’s why I fucked up my last marriage. Maybe the sun will come up tomorrow… I live in a neighborhood they use to call middle class. Its lowe...

Labor Day Bike Rally

by sggylvr on Oct 13, 2017
Loving Wives

Any biker rally, people, or places here on Earth mentioned in this tale are pure coincidence and fabrication. This is a work of fiction. Since Lloyd and Vicky's divorce is still winding its way through the courts, and all the love in this category, I decided to stay with Loving Wives. ***** Gather round the table fellows, grab a glass and pour a cold one f...

Suzanne's Wild Ride

by Mersault159 on Aug 7, 2018
Anal

Before the pictures were published, I saw Gary a couple of times a week for sex during the day and now and then Micheal would fuck me at his flat. I'd started going out on Friday nights saying with the girls at work but really I'd be out snogging random guys and meeting one of those two. Gary had been sending pics I sent him to some of his other friends an...

Aurora Ch. 04

by KatPissinger on Oct 29, 2018
Group Sex

I was sitting by the bar, where a muscular young gay guy served me a Martini while talking about his boyfriend, when Olivia entered. She looked around confused, searching for me, but at the same time scanning the unfamiliar environment. I sipped on the Martini as she came closer, finally recognizing me. I guess, me wearing a tight bodysuit with a short oran...

Making a Whore Pt. 02

by dna27fog on Sep 12, 2017
Group Sex

Heather was a slut when we met. I didn't know it when we met, but it didn't take long to figure it out and once I did it didn't take long until we were fucking. There were two obstacles for our relationship; my wife and her boyfriend. I was 44 and she was 20. I was an average looking guy, but at 44 looked more in my early thirties. She was 20 and looked 20,...

Kaity at the Club Ch. 01

by Chape1hi11 on Sep 15, 2017
BDSM

(MF, oral, light BDSM) "I don't know what to do, Kat". I was shocked when Kaity called me up in the middle of the night. Kaity's always had her shit together. She's a genius pre-med student at UCLA, where she has tons of friends and admirers, and leads a Youth Ministry for her Korean Baptist Church. She is beautiful, smart (a bit geeky), and totally respon...

Glory Hole Slut

by elia_cdl on Sep 25, 2017
Loving Wives

I introduced Margie to glory holes three years ago. It was on our second anniversary. I had been renting movies once or twice a month almost from the day we were married. We watched them at home. I still remember the first one I brought home. It opened with a girl asleep in a bed. She was tossing and turning like she was dreaming. Then she started feeling...