Dress Up Stories

354,756 results
Orientation
Length
Source
Infinite Scroll

Traveling Ch. 04

by jjdtx on Sep 14, 2017
Fetish

Chapter 4 -- Online Meeting Having to spend a week in Austin, I decided to try a popular adult dating site and see if I could find a playmate for the week, or at least a few nights. I found one that sounded promising, the ad read "somewhat submissive female wants to try wild side". The ad listed her as '38, nice looking, five foot eight inches, about 135, c...

It All Started... Ch. 02

by trixie38cd on Sep 18, 2017
Transsexuals & Crossdressers

When we got home, Dina told me to take a shower, get dressed again, in clean women's underwear and wig. "Go wash the cum off yourself, for Christ's sake. You won't need makeup, just tits, hair, bra and garter with stockings. No panties, I want your clit hanging out so I can see it while I talk to you." I returned to the living room, where she had a drink an...

Weekend Cuckold Ch. 02

by Karenkay on Sep 19, 2017
Interracial Love

Becky and Julie arrived at the club about thirty minutes early for their date with Larry and Frank and sat in the booth that had been reserved for them at the rear of the club on the second level. Julie sat nervously next to her friend Becky trying to smile as she pulled the hem of her dress down toward her knees but the only thing she was able to accomplis...

The Repair Man Gets Sucked

by tedsgirl on Jul 31, 2018
Loving Wives

Patti finished getting dressed after her second shower of the day. She wore a halter top dress and it was impossible for her to wear a bra with it. It just happened to be one of the dresses Ted liked to see her in. It was very low cut and showed off her tits. Glancing at the clock she realized the repair man should be there soon. Satisfied she looked okay...

The Making of Mary Ch. 01

by Exogenous on Sep 12, 2017
BDSM

Until the last three months, his life had been rather mundane and he had wondered if things would always be run-of-the-mill for the rest of his natural days. He had a secure, comfortable life with all the familiar trappings…marriage, mortgage, car payments, etc. He’d been married several years to a nice, uncomplicated woman. But their life was routine and av...

My Goth Girlfriend

by valkdragon on Sep 13, 2017
First Time

As my fingers run through the short dark brown hair on my head, I wonder just how I ended up here; sitting at my desk naked, next to my best friend of the last 20 years after having sex for the first time with her. I look down at Krissie and smile, twisting a lock of her jet-black hair in my fingers. My thoughts floating back over the last few months, trying...

A Perfect Evening

by Pen Number 7207 on Sep 14, 2017
Erotic Couplings

You look at yourself in the mirror making sure everything looks perfect. "Tonight is going to be special" is what he had told you. This made you slightly apprehensive. You weren't quite sure what to expect but you had been told to wear an elegant dress and to be waiting in the wine bar for him. You had been out together a few times and each time it had been...

Entrapped in Her Panties Ch. 02

by sleepless 3 on Sep 14, 2017
Fetish

Entrapped in her panties 2 – a woman entraps a married man- follow up to "entrapped in her panties" (by sleepless 3) Chantelle was just nestling her beautiful boobs into the black lacy bra as she looked up in a mirror to see Susan walking out of the bathroom into the bedroom in matching pink bra and panties. Both women were stunning looking ladies and looke...

Women's Studies Ch. 06

by Son_of_Battles on Sep 18, 2017
Transsexuals & Crossdressers

I felt myself becoming restless underneath the covers. It was late Wednesday morning, and I had my duvet pulled over my head to block out the god-awful light. Yesterday had seen the mass exodus of students and faculty for the Thanksgiving holiday, and I now had the entire dorm to myself. It wasn't just Evens Hall either, as far as I knew, I was the only hold...

Finishing School - Pipa Jay - Lady

by DonBrown on Jul 3, 2018
BDSM

Welcome back to Calder House, the place Ladies are finished and below stair girls are whipped into service. The staff are also dealt with harshly should they step out of line by Mr. and Mrs. Broadwood who ruled the staff as well as the inmates with the strap. The only difference was the staff were whipped in private for any indiscreet actions, private bei...