Gay Caught Wearing Lingerie Stories

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The Conference Day 02

by Entry_Level on Aug 18, 2017
Gay Male

Note: This is a follow-up to my story "The Conference." This story can be read by itself; you don't need to read the earlier tale to enjoy this one. * I caught up with Joe again at lunchtime. We were seated at a table of about eight people. Joe was the only one that I knew; he was seated beside me. After a round of introductions, we all made small talk wh...

Caught Wearing Girlfriend's Panties

by SluttyBisexualGuy on May 1, 2018
Gay Male

Hunter went to answer the front door and was surprised to see his best friend Ryan standing there. It was the second week of summer vacation after they'd both just graduated from high school. Hunter's parents were on vacation for the week and his girlfriend was taking a trip to the coast to check out colleges with her family. That meant he had the house to...

My Journey into Bisexuality Ch. 02

by kinkymmale on Aug 18, 2017
Gay Male

This is part 2 into my exploration into my bisexuality. The first part was an opening of the door and then I ended up just jumping right in... After my experiences with camming for guys, I started to want the experience for real. I started searching craigslist for someone that would match my desires. After chatting with different men, I finally chose one....

Confessions of a Married Guy Pt. 02

by StephanieSeymour93 on Apr 13, 2020
Gay Male

The hookup that changed everything for me was also the first time I enjoyed bottoming. My wife left town for a week to visit her side of the family. With her a two-hour plane ride away, I binged on porn and Grindr every night after work. I chatted with a few married guys, struck out a couple times, and chickened out a couple times. But I finally connected wi...

Suck Thy Neighbor

by ret123 on Apr 8, 2019
Gay Male

I am a masculine, aggressive businessman who keeps himself in good shape by lifting weights and cycling almost every day. I am married and have two kids who are terrific. I work hard, make a lot of money and go to church almost every Sunday. I was heterosexual and faithful to my wife until I was in my 50s. My attractive wife is a lot younger than me and we h...

First Experience With A Man Ch. 2

by girlboybootsie on Aug 18, 2017
Gay Male

Leading me into his bedroom, I find the sexy pink corset, panties and stockings that he bought the other day at Frederick's all laid out, on his bed. There is also a pair of silicone "boobs." "I didn't even have time to give it to Jessica, so you can have it. I'll leave you alone while you change. You will need to slip the boobs into the cups of the corset....

Bobby in the Bar

by aibean on Sep 14, 2017
Gay Male

Bobby Timble was excited for a change. People said college was a place where you could reinvent yourself, be anyone you wanted to be and Bobby was ready for that challenge. Growing up Bobby was always the nerd. His best friend Nick and him would sit at their lunch table alone; they were never invited to a party, never went to a dance, never kissed a girl. Bo...

I Live to Serve Him

by tiedNbound on Aug 18, 2017
Gay Male

I love my master's cock. In fact, I worship it, and him. I am in love with him. I will do anything to please him, including kneeling before him, showering his cock with my love. He loves to have me suck his huge, beautiful uncut cock everyday. He always makes me take his sweet, salty semen on my face, in my asshole, or in my mouth. It is never wasted. In th...

A Favor for My Best Friend Ch. 03

by Verysecret93 on Sep 15, 2017
Gay Male

The first thing I did was try to shave. Everywhere. I hated how ridiculous I had looked the night Sean had made me dress up in my mothers underwear before he fucked me. I was so hairy it took hours. I used an electric razor and it would often get caught on my hair. It was an irritating process but when I was done the only hair I had was on my head and in m...

First Experience With A Man Ch. 1

by girlboybootsie on Aug 18, 2017
Gay Male

I wasn't always attracted to men. In fact, until I was 18, I never felt confused about my sexual orientation. In terms of sex, I was only attracted to girls, especially sexy ones who dressed in provocative and sexy clothes. I was popular with girls, and had lost my virginity when I was 14. Without meaning to be immodest, I was, and am, a very good looking gu...