Caught Wearing Lingerie Stories

246,216 results
Orientation
Length
Source
Infinite Scroll

Promo Girl

by mandywilluk2000 on Sep 3, 2017
Erotic Couplings

Kat wasn't a hooker, she wasn't a prostitute. She didn't charge a fee for sex and she didn't have clients. But sex was what she purveyed. She was a good time girl. A product of the millenium, a promo chick a big business groupie. It was her looks and body, together with sex, which provided her living. She had flirted with being an actress, but found taking...

A Sister Surprise: Drunk Mommy

by silkstockingslover on Feb 11, 2019
Illustrated

Summary: Mom comes home and catches son and daughter and... Note 1: Thanks to Tex Beethoven, Wayne, and Robert for editing this story. Summary: This is the fourth chapter of the story of Joey (a virgin before he attended last Friday night's Halloween party with his sister) and Sarah (his older college sister who belongs to a sorority at her college over a...

Adventures of City Girl

by city_girl on Sep 13, 2017
Romance

It would be the perfect seduction I thought to myself; he wouldn't know what had hit him. He certainly wouldn't be able to resist. I lay in my bath and started to plot the details. As I did so I could already feel my body respond to my desire. I watched as my nipples hardened, the firm pink centre slowly rising out of the water, pushing the last of the bubb...

Transformation Ch. 04

by stillconfused on Sep 25, 2017
Transsexuals & Crossdressers

I was just lying back on the bed and enjoying how very good life can be. My wife Cat, Catherine to everyone else but me, and I had been playing our new game for about three months. If you have read the earlier tales you will know that after losing a bet to her I began a new and exciting lifestyle. The feeling of her mouth on me, slowly moving up and down m...

Tucker's Studio Ch. 11

by riverboy on Sep 25, 2017
Mature

I have a whole series of these stories written. They work pretty well as stand alone stories, all revolving around Tucker Sims and his porn studio, but some things will make more sense if you read them in the order they were posted. I hope you enjoy them. As usual, the people and places are fictional. All characters are over eighteen. ——————— Ginger Return...

From Sales to Gym Ownership Ch. 03

by milerdan2 on Sep 26, 2017
Erotic Couplings

Grand opening People were lined up outside the gym's entrance a good twenty minutes before we officially opened. A crowd of people anywhere from young kids to retirees swarmed the facility and took advantage of the free drinks and appetizers. Teresa acted perfectly normal and was actually doing a fantastic job advertising our group classes and private lesso...

Miss Jennifer Fucks Little Tiffie

by tiffanyfoxe on Sep 12, 2017
Transsexuals & Crossdressers

The Saturday after Miss Jennifer had her boyfriend fuck my pussy/bottom, she called to me while I was doing her laundry and told me to come to her room. As I entered, she told me to come and stand in front of her, where she was lying on her bed. I was, of course, dressed like a proper little housewife, with my pink lace bra stuffed with my big 54DD falsies...

My First Time Out Ch. 04

by Shayna on Sep 16, 2017
Transsexuals & Crossdressers

It was Sunday morning at eight o’clock when the phone rang. Shayna’s eyes felt like they were glued shut but managed to answer the phone on the third ring. “Morning,” said Shayna as she was still half-asleep. “Good morning Shayna. This is the Bell Captain calling. I have an envelope addressed to you from a Sir Dominique. I know it’s early, so I can have it...

Sprung Ch. 10

by jmmj5 on Feb 11, 2019
Loving Wives

After reading from this site for years, this is my first attempt at submitting a story to Literotica. Vandemonium1's invitation finally pushed me from reader to writer. I'd like to thank him for setting the story up. I finished one ending and decided that I would do another; then another. In his original Sprung endings, he had BtB ratings, and I attempte...

After I Caught Her

by IRonMan78 on Sep 16, 2017
Toys & Masturbation

Let me preface this by describing Terri. Terri is a beautiful 37 year old woman with high cheekbones, deep brown eyes, long legs and a 36 C breast size. Her nipples have light brown areolas the size of silver dollars with pinky size nipples. Her breasts are heavy enough that they have a slight droop. Her pubic area is neatly trimmed to a triangle; she does n...