Caught Dressed As A Girl Stories

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Free Gift

by Joeehartley on Sep 13, 2017
Exhibitionist & Voyeur

"Hello?" A woman's voice responded, "Mr. Johnson?" "Yes." "Mr. Bill Johnson?" This was a telemarketer's call. It had all of the telltale signs. He would hang up on her soon. "Yes." "Hi, I'm calling on behalf of Moonlight Sales and we'd like to thank you for your recent purchase." "Oh! Okay." "We have a free gift for you." She gushed in typical sal...

The Good Doctor: Origins

by secret_reader on Dec 24, 2019
Sci-Fi & Fantasy

"Please! Don't!" the girl pleaded. The men surrounding her just laughed, and continued their advance. They had backed into a corner; there was no escape. "Hey, the boss isn't here yet." One of the men said; he was tall and boney, with greasy hair and a wicked grin on his face. "Maybe we could have some fun with her." A general rumbling of approval came...

The Path to Happiness Pt. 08

by brendachaplin2000 on Jun 15, 2020
Transgender & Crossdressers

My life became fairly routine. 4 months had passed since I starred in my first porn film. Since then I had started university, and this took up most of my time. I still had my waitress job, but the stripping and escort work had trailed off. I did make my second porn film; I played a girl who had a visit by the police and was fucked by a guy dressed in a poli...

Best of Both Worlds Ch. 03

by Hippoid on Sep 13, 2017
Transsexuals & Crossdressers

I had got together with my beautiful slender blonde classmate Robyn, and found to my delight that she had a little uncut fully-functioning cock; we spent the summer together exploring everything we could do with -- and to -- each other. ----------------------- When the new college semester began, Robyn was living with me in my apartment, and, to all appear...

Me and My Bullet - At The Mall

by KennyTurk on Sep 13, 2017
Exhibitionist & Voyeur

Ever since I can remember, I've been addicted to daring public adventures. What began with that natural teenage interest in seeing how much you could get away with has grown over the years into regular journeys out... journeys that start out quite ordinary but somehow always seem to turn into full scale panic-driven thrill seeking - the risk of being caught...

Flesh: Sacrifice Ch. 01

by Wonderstorm on Aug 30, 2017
Exhibitionist & Voyeur

A primal scream echoed through the jungle. Dani D'Annunzio was weak in the knees. Even with everything she'd been put through over the previous twenty-four hours, this was too much. Her stomach was churning, and had it not been for the support of Gabriel Benitez Serrano, she might have collapsed there, in the dirt. Only now, as the yips and whines dissipate...

Blood Bonds Pt. 03

by phoenixphair on Sep 19, 2017
Novels and Novellas

Author's Note: Sorry this took so long. I know there are some people out there waiting so patiently ("Canadian Fan," I hear you), and I know how frustrating it is to be left halfway through a plotline with all this momentum and then hit a wall. There simply are not enough hours in the day. I decided halfway through to make some major changes to my intended s...

Amber in Oz Ch. 01

by eskiimo16 on Sep 13, 2017
Exhibitionist & Voyeur

Okay so first of all it's probably important to tell you guys that even though what I'm about to say sounds horrific, I'm fine now. I'm still friends with Holly and Saskia and I'm sure you'll all enjoy reading about our little escapades in the future. My name is Amber and this story goes back to when I first joined St. Jude's High School in Australia at age...

Rock Concert Threesome

by TwistedPlayr on Sep 19, 2017
Group Sex

I hadn't been to a concert in quite a while, so it was special when my wife surprised me for my birthday with tickets to go see one of my favorite bands. The concert was in another city, so she had planned a weekend trip. The band plays heavy metal, so we both dressed accordingly. I dressed in black jeans, a black t-shirt and my leather jacket. Sarah, my wif...

A Girl for a Day

by bigrusker on Sep 12, 2017
Group Sex

It had been a long day. I had showed up late to my first class of the day in my final month of being a college Freshman, tripped coming in the door, and landed right at my calculus professors feet. Naturally, not a single person missed the incident, or my professor sarcastically suggesting I would see better from a chair. And that was just the start. After...