Caught In Stockings Stories

360,276 results
Orientation
Length
Source
Infinite Scroll

What a Woman Feels

by silky-bi-girl on Sep 13, 2017
Fetish

It started out as an ordinary evening. We were getting dressed for a night out. It was to be an elegant affair, and I was wearing a little black Calvin Klein slip dress. I was excited because I would finally have a chance to wear that lacy, black thong and garter belt I had picked up on a recent trip to Paris. I’d already decided to leave the matching push...

Funnel: Conclusion

by a real jrkoff on Sep 12, 2017
Fetish

I have enjoyed writing the stories in this series and thank you all for the feedback, positive or otherwise. Feedback, as so many other authors have said, is what makes it so fun to write and post stories. So please keep it comming. All characters in this story are fictionalized and are intended to be of legal age. Please enjoy and tell me what you think. -...

My New Life in Lingerie

by Everyday2 on Jul 14, 2020
Transgender & Crossdressers

It started innocently enough. There was that time many years ago when I saw a pair of my wife's panties in the laundry hamper. I couldn't help myself and decided to try them on. They were amazing! The way they hugged my ass and balls is impossible to describe. I left them on most of the day as my wife was gone to work. Walking in the panties made me hard, an...

Older Sister's Nylons Ch. 01

by BlkNYLONS on Sep 18, 2017
Fetish

This took place in 1966. A time when the fashion called for women too wear girdles, garters, and shiny ultra sheer reinforced heel and toe nylons, spiked heel pumps/mules daily! A time when my fetish for nylons was young and in full bloom! You little pervert! I jumped up, dropped the high heel pump in my hand that I had held over my nose and I turned around...

Just Like My Friend

by purekink on Sep 12, 2017
Transsexuals & Crossdressers

I suppose it all started after my friend told me his girlfriend liked to dress him in her clothes before sex. I couldn't quite believe it - he was masculine and muscular, a real man's man. He'd confided in me and I teased him about it unmercifully. I mean, really? Being dressed in women's clothes? That was supposed to be a turn-on? He seemed to think so, bu...

Pictures of Mother Pt. 02

by limeybato1 on May 7, 2019
Fetish

So that's how it went for the next few weeks. I would come home from school, do homework and eat. I would then shoot 'cheesecake' photos of my mother. I was a very happy camper! She seemed happy too. She was depressed, I think, when dad went to jail. During the trial she had found out that it was his old girlfriend and her chums, that led him to rob that ar...

The Lure of Lingerie! Pt. 05

by peterpeck on Mar 6, 2018
Mature

May I suggest that, in light of the delay publishing part five of The Lure of Lingerie, readers might wish to acquaint themselves with the previous chapter for the sake of continuity? Thank you. ***** At the moment of ejaculation I closed my eyes and released a torrent of sperm - well, it felt like a torrent to me! Sarah greeted my outpouring with praise,...

Crossdresser Gets His

by CourtStJester on Sep 12, 2017
Transsexuals & Crossdressers

Since he was a boy, he had a fascination about women's clothes. He wasn't sure how or when it started, but it grew into more that a fascination as he reached puberty. Perhaps it was the lack of a father in the house and growing up with two women. While they were he would snoop into his mother's and sister's dressers looking at their clothes. There were many...

Caught Secretary Nears Promotion Ch. 02

by JRob on Sep 16, 2017
Exhibitionist & Voyeur

Several have written to ask what happened after that wonderful night when I caught my secretary having sex with her boyfriend right atop my office desk. After kicking out the guy, I spanked Victoria's ass beet red, and convinced her a blow job for my silence would be the proper ending to the night. Okay, it wasn't proper, but it was fantastic. At home tha...

The Guards Officer

by arobbins on Sep 13, 2017
Erotic Couplings

My first submission outlined my career as a part-time prostitute working in London, so now I'll enlarge on some of my adventures. I'd been working about 3 months when I was asked to visit, well, let's call him Rupert. He was a little older than me; I guessed (rightly as it turned out) he was 23. This was younger than the average client but, otherwise it was...