Caught Wearing Lingerie Stories

246,216 results
Orientation
Length
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Infinite Scroll

The Sitter

by sub-alan on Sep 14, 2017
Fetish

The following story was a request by a reader to be written in as a character in one of my stories. So here it is Paul, hope you like it. * * * * * My wife and I were going out for the evening and asked our neighbor, Paul, to baby-sit. Marny said she was driving so I sat in the passenger seat and settled in for a nice ride. Marny looked younger than her a...

Neighbourhood Terror to Sissy Pt. 05

by Fibaro on Apr 3, 2019
Transgender & Crossdressers

At least he didn't have to wait long for his bus to pull up. Not that it helped with any of his suffering. He vowed right there that he would never visit that store again. There were few people on the bus and yet he felt like all eyes were on him. Passing two girls his age at front he heard some whispers. "What the fuck, I never thought that store would ever...

Donna's Teases Then Pleases Ch. 01

by Jay142 on Nov 18, 2019
Exhibitionist & Voyeur

My name is Dave and I met Donna when she worked for one of my clients and would see her often during my sales calls. I was immediately attracted to her long, dark hair and soft blue eyes. She was tall with ample breasts that I guessed were 36c's. The thing that caught my attention the most was when she bent over to put a file in the lower drawer of the cabin...

The Love of Panties Ch. 04

by chuckp7860 on Sep 25, 2017
Fetish

This is the next line of my love for panties. I have looked in so many drawers that I have forgotten some, had a hard time to forget others and even got in trouble with some one I knew thinking I was trying to steal something from him by catching me in his bedroom once while visiting. I probably should have just told him I was wanting to look at his wife's p...

In the Fitting Room

by TheForgottenPrincess on Sep 2, 2017
Erotic Couplings

I am so glad you decide to meet me at the store. I had just received a promotional mailer from them a few days ago, telling me all about their new lingerie designs! I know I want to buy some new stuff, but I also think it would be fun to put on a private show for you, too! You turn about 30 different shades of red as we walk through the lingerie section. I...

Forced To Have Sex As A Girl

by TammyPanty on May 11, 2020
Transgender & Crossdressers

Forced To Have Sex As A Girl My wife and I were married for over 45 years. She was eight years older than me and one evening during our 30th year of marriage after we had finished having sex she told me sexual intercourse was not something she enjoyed doing as it was uncomfortable for her and she would prefer if we just stopped doing it completely. I was a...

Three's a Circle, Not a Triangle Ch. 13

by SusanJillParker on Sep 25, 2017
Fetish

Watching Susan undress and model in her underwear, William wished he was in her room with her. All so surreal with Susan standing in her bedroom and in plain sight of his office windows from her bedroom windows, William felt as if was watching a live peep show from his office. He watched her looking down at her assembled underwear stacked and organized on h...

Discovered At the Gym Ch. 01

by richysissy34 on Sep 13, 2017
Transsexuals & Crossdressers

A quick backstory, I am an 21 year old college kid, about 5 foot 6, who just recently joined a gym to try and overcome my smaller frame and slim feminine body. I have a secret love for wearing women's clothes, especially lingerie under my male clothes as much as possible. I have no issues with getting women, the occasional hook up and girlfriend from time to...

Sarah Shows Off Her New Panties

by SarahCD on Dec 12, 2018
Transgender & Crossdressers

I first published this story a few years ago. Since then, my writing skills have improved a little. While, I cannot change what actually happened to me, I have added some more details and corrected some grammatical mistakes. *** I was posting a picture of me wearing black ruffled panties on a "Men in Panties" website when I remembered something naughty th...

Tammy's Treasures

by InspiredbyPanties on Sep 13, 2017
Exhibitionist & Voyeur

Tammy handed the bag of panties to the woman and smiled. "Thank you. Put them to good use," Tammy said and winked. The woman smiled back, slightly embarrassed, and turned away from the counter. Tammy watched her leave the store and noticed that the woman wore a thong under her white pants. She could tell by the faint outline just below the woman's belt. A...