Caught Wearing Stories

242,457 results
Orientation
Length
Source
Infinite Scroll

The Teleporter Ch. 01

by PrincessErin on Sep 15, 2017
Sci-Fi & Fantasy

Rhys opened his eyes and blinked a few times. All he could see was white light and he kept blinking a few more times. He tried to stay calm, but his heart rate increased each and every time he blinked. He was supposed to be seeing his bedroom. After the fifth blink, he tried to sit up. Looking around, he was in an empty room. The walls and ceiling where star...

Caught in a New Life Pt. 02

by Fibaro on Jun 15, 2020
Transgender & Crossdressers

(Hello everyone, here is part 2 of the story requested by one of my readers.) Chapter 3 While Monroe was having breakfast the next morning Lena passed by on her way out wearing a white body con designer dress with a black belt at the waist, black sheer pantyhose, a pair of white patent leather heels, big rounded sunglasses and a wide floppy white hat with...

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...

Ms. Dollie's Random Stories Ch. 02

by LIVINRFANTASIES on Sep 15, 2017
Exhibitionist & Voyeur

OUR FIRST MOTORCYCLE CAMPING TRIP. We lived South of Peoria, Illinois, along the Illinois River. About 75 miles North is a State Park we enjoyed hiking in, Starved Rock State Park, named for when Indians were trapped and starved on the flat rock outcropping, forced to jump to their death on the rocks beside the river. Could be why Indians hated the white m...

Crossdresser Evolution Ch. 03

by pantyhigh on Jun 12, 2019
Transgender & Crossdressers

Recap - Crossdresser Evolution - Ch 01 - How I got started crossdressing I was becoming addicted to masturbating while wearing panties, though there was still a feeling of shame surrounding it. I saw myself in these cum soaked pink panties. I could feel some sense of arousal but at the same time was ashamed that I was standing there wearing my wife's pantie...

Anna's Walk Home (ENF)

by writerx20 on Jan 1, 2019
Exhibitionist & Voyeur

Anna was lying down on a grassy field - a section of the public park that was on the fringes of the city. It was early in the morning when Anna awoke. The first birds had begun to chirp, and the sky was just beginning to turn a light shade of blue. The street lamps were still on, casting their light onto the quiet roads in the quiet suburban town. Her hous...

Discipline Correspondant 01

by niteowl2003 on Sep 15, 2017
BDSM

The Submissive woman after searching the internet located an interesting site. She could not believe her eyes, it was exactly what she was looking for discipline orientated site that would actually tailor its levels to the Sub. Eagerly she joined and filled out her Submissive questionnaire. The next few hours were exquisite torture for her, what would be he...

Handyman Caught

by rcd902 on Sep 12, 2017
Fetish

Let me start by saying.....I'm a man of many 'tastes'. There is a LOT of things that turn me on. This story is based on real people, but is a fantasy that I'd love to live out! I've done some handyman work over the years. A few extra bucks here and there, and help out some folks who need stuff done. Win/win right? So I agreed to go to a friend's house and...

Thong Fantasies Ch. 02

by Smooth_Bi_Guy on Sep 19, 2017
Group Sex

I am a recently single 35 year old bisexual male who needed to get away for a while after the fairly messy end of a long-term relationship. I needed some quality 'me time' and so went on the internet in order to put into action my escape plan. I managed to pick-up a reasonably priced all-inclusive deal for 10 days at a 4-star resort in the Dominican Republic...

Lady Godiva

by PositiveThinker on Sep 14, 2017
Exhibitionist & Voyeur

Roger's favorite holiday is and has always been Halloween. Unfortunately, last Halloween was the end to how he had celebrated it for so many years. This is the story about how Roger's Halloween holiday suddenly changed forever. Roger looked forward to Halloween all year long. Halloween was the one day that he could walk around wearing a mask to disguise his...