Caught Wearing Panties Stories

277,663 results
Orientation
Length
Source
Infinite Scroll

The Dominatrix Order Pt. 02 Ch. 03 - Romance

by Jwwsmith on Feb 12, 2019
Transgender & Crossdressers

The next afternoon, Johanna invited many of the Goddesses of the Council over for lunch. Much to everyone's surprise, Representative Pencalia arrived as an uninvited guest. Pomona prepared a fine meal as the Goddesses deliberated over various issues. Pomona was very accommodating to the guests, serving them tea and salad and shrimp. She even placed cloth nap...

Chance Meeting on eBay of All Place

by Leighharding on Sep 16, 2017
Transsexuals & Crossdressers

This is a true story of a chance meeting which has turned out to be really rather amazing and surprising. ***** I was trolling eBay for some underwear to buy when I happened on a rather large lady selling some used kit. I messaged her to ask specific sizes and she responded straight away asking if it was for me. Normally I would deny that I was buying...

From Tim to Tina ...

by Shelly7 on Aug 27, 2018
Transsexual

Hello people, my name is Tim Simmons and I am a very skinny short kind of geeky looking boy who just happens to like to wear my sisters panties when I beat off, sometimes my girlfriends also but just out of convenience mostly my sisters. My girlfriend's name is Heather and we have been together for a number of years and she is also what others would say kind...

Open in Reader

Simon Says Ch. 02

by stripgnd on Nov 26, 2019
Exhibitionist & Voyeur

I didn't move all night. Curled up on my side facing the door with no duvet or clothes on I was dead to the world. I woke up slowly. Rolling onto my back and stretching my arms above my head as I did so. Day light was leaking through the gaps around my curtains and I glanced at my alarm clock. "Half 7," I muttered to myself, "Really?" I stayed on my back, m...

Tammy's Panties Ch. 2

by pantyperv on Sep 25, 2017
Fetish

Since my encounter with Tammy in the laundry room, I had made a conscience effort to steer clear of any one on one encounter with her. Mike, Maria, Tammy, and I had continued our double dates, but I always had Mike and Maria as a buffer. Maria and I had also stopped spending the night at mike and Tammy's house as we had so many times in the past. About two...

Panty Posers Ch. 04

by EROTICbearscribe on Sep 21, 2020
Transgender & Crossdressers

I must tell you of an experience Daphne and I had one Saturday night. I know, I know. You're dying to find out if I ever finally met Daddy. All good come things to those who wait. I really am a sissy tease. Aren't I? I think you'll enjoy this side trip though. *** It was a lazy Sunday morning. Daphne and I were sipping coffee and nibbling on some danis...

First Time In Panties

by shylexigirl on Sep 16, 2017
Transsexuals & Crossdressers

So, I was 27 and had just moved in to my girlfriend's place. She worked during the day and I worked from home. One day, I was feeling extremely horny and grabbed one of her Vic Secret catalogs. I was not only drawn to the beauty of the women, but the panties and lingerie caught my attention even more. I found myself mesmerized by the sexiness of it all, and...

Welcome Guests

by orion1066 on Aug 31, 2017
Exhibitionist & Voyeur

Standing at the bar, waiting for our hosts to join us, we ordered a drink and stood around chatting. Shortly, our new found friends entered the bar area and came over towards us. With them were two extremely attractive girls, wearing the shortest skirts any of us had seen in a long time. The first girl was a blonde, with striking green eyes, long tanned leg...

I Finally Soak Jill's Panties

by Upskirt_fan on Sep 25, 2017
Fetish

I travel frequently on business. Recently, I had to travel to a particular city for a few nights. I travel there frequently and, when I do, I make sure to pay a visit to an old high school friend, Jill. I've known Jill for 25 years. Jill was always an attractive girl but, in my opinion, her attractiveness really took off when she turned 30 and became a MILF....

Being a Sissy for Viv Ch. 05

by Caron on Sep 25, 2017
Transsexuals & Crossdressers

Mistress Viv wondered around the bed, filled with the most feminine and sissy items from my wardrobe. Her fingers stroking and examining various items in turn. The first things she picked up were some nylon panties. They were one of my earlier eBay purchases. A double layer of nylon ensured they always gave that nylon sliding on nylon feel even when worn on...