Caught Cross Dressing Stories

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Orientation
Length
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Infinite Scroll

A Great Start

by mollydadolly on Sep 17, 2017
BDSM

This is the beginning of a new series I've been meaning to start. Let me know what you think! Please comment, suggestions and advice are welcome! ********************************** My junior year of college finally comes around and I'm happy to be back on campus. All my friends that I haven't seen all summer are all hanging out with me in the lounge of my...

The Booth

by NikkiKush on Aug 19, 2017
Exhibitionist & Voyeur

She really had no idea what she was in for, but the large dildo display that was located right inside the front door let her know it was at least going to be dirty. She liked dirty. She was dressed for dirty in a skirt that stretched across her luscious ass, and a top that dove all the way down her deep cleavage. Her body was the very definition of rubenesqu...

The Boss's Wife

by kknightsf on Sep 12, 2017
Mature

Mike had been working for the company for about 8 months and had just been watching the interactions of the people which worked there. The company was small, only eight people worked there and most of the time the boss, Lucas, was out of town. His wife, Lucy, ran the administrative side of the company so she usually stayed behind, alone. Lucy was about 48 ye...

No Holding Back

by TLThorn on Sep 17, 2017
Mature

Raised in a strict religious family, Cindi was a cliché. At 19, she'd already had sex with a couple of high school boyfriends, but it left her unsatisfied. Cindi had, even for a teenager, an uncommonly high sex drive. She loved sex. She loved thinking about sex, she loved watching adult films - she loved to fuck. With a sweet, pretty face, just barely shou...

Spousal Persuasion Ch. 01

by Karenkay on Sep 26, 2017
Interracial Love

Cindy fresh out of the shower stood glazing at herself in the full length mirror admiring her gorgeous married figure like she has done so many days before. A natural blonde gifted with large natural full breasts. A thin waist most women would die to have and full round hips with an adorable round ass. She loved to flaunt her petite body and enjoyed the atte...

Putnam Ch. 01

by MrPessimist on Sep 15, 2017
Erotic Horror

All in all, Sheriff Creech was kind of looking forward to retirement. It was a lovely mid-May and ending his decades of service to Putnam, Kentucky just in time to be able to spend Christmas with Elaine and her boys - his grandchildren. He was smiling just thinking about it as he leaned back at his desk. Plenty of good memories with this town, he almost hate...

Pandora

by RiseOfEndymion on Sep 17, 2017
BDSM

She walked through the utility room door into the house. Her annoyance was plain on her face as he sheepishly welcomed her home from the couch. "Hey Darlin', how was your day?" Ignoring his attempt at normalcy, she crossed the carpeted floor in her heels and stood, arms crossed, before him. "You were drunk last night." It wasn't a question. "I did have a b...

The Sting

by estragon on Sep 1, 2017
Humor & Satire

Who stole the stories from Literotica.com? Here's one answer. Huang Meili had a rare place for an eighteen year old girl--she was a Senior Research Fellow at the National University of Defense Technology in Chengsha. Ostensibly she was a database manager, developing software for better tracking spare aircraft parts and maintaining records for naval personne...

The New Hire

by AnonymousPerv on Sep 24, 2019
Exhibitionist & Voyeur

This little vignette is closer to soft-core, than hard. Just a teaser of a short story, I guess, and totally unrealistic fantasy. Hope you enjoy! ***** Angela Rhymes was overqualified, not to mention the hottest applicant to come across my desk. She wore a low cut blouse, with a push up bra, exposing mounds of flesh, and sporting a short skirt that teased...

Umbreon the Puppycat

by Zenith3501 on Jun 5, 2019
NonHuman

My trainer and I had been on the road some time. A younger man and a Houndoom make for a pretty intimidating pair on any road, so the day I realised that something was following us, its easy to say that I got a little uneasy. I started to wander off into the woods as we walked, keeping a distant track on my trainer as I tried to track down the scent... Ther...