Literotica Trucky Made Me Wear Thong Gay Stories

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Melissa's Pool and the Guys

by JoannaK on Sep 12, 2017
Exhibitionist & Voyeur

When I think of the particular days in my life which completely changed my sexual world-view, it’s hard not to recall the day I met Melissa. I'd seen her walking past our house several times, and eventually we ran into each other at the corner store, where we discovered we both liked the same chocolates, and we had gone to the same primary school and so on f...

College Boy Buys a Thong

by Applebottom1 on Jan 23, 2019
Transgender & Crossdressers

So, this is a memory of my introduction into cross dressing and sissy life that I wanted to share. I was a college freshman and it was the last 90s. I was in my second semester I was doing great in school. However it was not doing great with getting any girls to go out with me or anything else for that matter. This was also the magical period of time when...

She Thong

by mrstanley on Sep 16, 2017
Transsexuals & Crossdressers

Her name was Cindy and she had been born a male. Cindy was a beautiful woman is every way except one. She didn't like the term tranny and preferred being referred to as a shemale. She was truly happy living as a woman. She began taking light doses of hormones at 19 she had stopped hormones because she had difficulty maintaining a full erection. Cindy was bru...

Pushing the Limits

by tbck1000 on Sep 1, 2017
Exhibitionist & Voyeur

Another of my typical beach outings. A day to enjoy my "hobby." I actually look forward to the long drive to out of the way beaches, the anticipation, the build-up, to going where I know the spots that are un-officially clothing-optional. I find them on the internet forums, and the people I meet give me more information about when and where to go if you enjo...

Secrets from the Day Spa Salon

by JSipes on Jan 13, 2018
Fetish

Lucy loves going to the Day Spa to get her hair and nails done. It is the best Salon in town and it is THE place to go if you want to hear all the latest gossip. Lucy is a curvaceous blonde with hair down to her shoulders. She takes great pride in her appearance. Therefore; the Day Spa is the only place in town to go if you want an exceptional job done. Ever...

Putting Yourself Out There

by tbck1000 on Aug 31, 2017
Exhibitionist & Voyeur

Of my many kinks, the biggest is my obsession with exhibitionism. I can stop it. It gets me off and I can't help it. I do it in a way that I think is "responsible." Ultimately, I am what I am, and I try not to hurt anyone with my little hobby... Most days, I stop at one or another of the public beaches parks on the way home from my job. I usually have a tho...

A Freshman's Summer Class Ch. 03

by CapnSteelBoy on May 11, 2020
Transgender & Crossdressers

Edited by HotandHollow **All characters are of legal age for adult content.** We Continue from where we left off with our brave hero, as his adventure continues during his summer of higher education learning! This is a continuing series I'll be releasing as my helpful editor(s) help me clean up my mess.. Much thanks goes out to them, as the editor(s) tha...

Jessica The Model

by taurents on Sep 12, 2017
Exhibitionist & Voyeur

Steve knew that something was on Jessica’s mind as soon as he walked in the door. It wasn’t until late in the evening that she agreed to confide in him. “It happened this afternoon” she began. “ I was having a coffee before going back to work, I could feel this guy looking at me but it wasn’t the way guys normally do, you know stripping me with their eyes”...

Thursday Night Betty

by SmithCommaJohn on Sep 14, 2017
Group Sex

The first thing that you should know about me is that my name isn't really Betty. Even if you were one of the men that I'd... entertained on Thursday night, you probably couldn't pick me out of a police lineup. That's because I dress and act completely different during the day. I keep my hair pulled back and don't wear a lot of makeup and wear neat but plain...

Topped from the Bottom Ch. 02

by cutebabysadie on Sep 14, 2017
Fetish

There I was one my knees licking the nastiest, yet most delicious creampie out of my girlfriend and it wasn't even mine. My odd, skinny, nerdy, gay looking, vocal music major roommate had somehow tricked me into letting him try out my girlfriend and ended up fucking her better than I ever had. Thats right me, captain and quarterback of the football team, ult...