Wearing Lingerie Stories

180,424 results
Orientation
Length
Source
Infinite Scroll

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...

Wife Converts Husband Ch. 01

by bisexual_slut on Sep 25, 2017
Transsexuals & Crossdressers

This story is totally fictional and any resemblance to anyone is purely coincidental. My name is Tony and I am 5'8" in height, weighing only 58 kilograms, with no body fat and a figure most girls would kill for according to all of the girls I know. I have an olive complexion and tan very nicely, I have short brown hair and hazel coloured eyes. I am in my la...

Caught and Put in Lingerie!

by Everyday2 on Sep 12, 2017
Fetish

My name is Steve. I am a 27 year old salesman who travels around the north east US selling garden tools and supplies to department stores. This means I am frequently in hotels for a few nights a week. I tend to prefer the Courtyard Marriott style hotel - simpler, cheaper, and comfortable. I am 5'7", and about 180 lbs. I am in good condition as I work out o...

Baby Sitting Snooping

by GloriaWill on Sep 12, 2017
Mature

I never did a lot of baby sitting. The only times I ever got stuck doing it was when I was recruited by my Mom. If her friends said they couldn't go and do something with her because they needed a sitter I was the solution! All my sisters went through this, but this particular time it was my turn. "Ma, I'm 18 and have a full time summer job. I don't want...

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...

Tammy Truth and Fiction

by TammyPanty on May 9, 2018
Transsexuals & Crossdressers

One of the elements of erotic stories is they are based in most cases in fiction. But most fiction is grounded in fact. I get several pieces of feedback about my stories asking me about certain experiences I have described. Not everything in each story has actually happened, but I have personally experienced more of what I describe than what is fiction. Fir...

My New Life Ch. 05

by K.K. on Sep 26, 2017
Loving Wives

Jan and I made love and then as Jan slept I thought about everything that had been happening. In the last several months, sex had gone from being an infrequent even with minor impact on my life to being the most important thing in my life. I wasn't sure that this was a good thing but I was having too much fun to want it to stop. When this started all I wan...

A Great Day Ch. 02

by Torbjornson on Oct 19, 2020
Transgender & Crossdressers

- Liam makes a promise - It had been a month since Liam had found Julia's panties in his underwear drawer. She had been placing a new pair of panties in his drawer each morning for him to wear. She had even packed away his old boxer briefs as he exclusively wore panties. He had discovered a love for thongs that he didn't know existed. Julia had done some re...

My Date with Lorrie

by AuntiesBaby on Sep 17, 2017
BDSM

My first job after college was at a small Greek restaurant called Pirro's on the north end of my old hometown. I would have preferred to have been doing something a little more exciting than waiting tables, obviously, but the economy was tough that year and I hadn't been able to find any jobs after graduation. So I was forced to move home, and for about six...

Effective Lingerie

by RockHardau on Sep 17, 2017
Loving Wives

Sarah was floating through the air with her friends in a wonderful life; an annoying alarm clock buzz filtering through the background. The morning arrived two hours too early for Sarah as the alarm clock brought her back to earth from her dreams. She lifted one eye to the red face of the clock and confirmed that another 6am day had arrived. She gave her l...