Dress Up Stories

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Orientation
Length
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Infinite Scroll

Twelve Gates Ch. 06

by North200 on Sep 18, 2017
BDSM

Author's note: Many thanks, again, for the uplifting comments I've received. This is my first real writing effort and I'm pleased that it's being enjoyed by so many. *** It was with a mixture of joy and trepidation that Grey met Robert at the Toronto airport. Her heart cheered when she saw him come through the gates. He looked strong and handsome and perf...

Cyn Again

by CraCyn55 on Sep 14, 2017
Loving Wives

Cyn Again: Finding a new flame fan "Now don't get upset Cynthia." Elaine said. "It's just obvious you are a conservative, religious and moral person that might be offended by some of the, shall we say, naughtier things we get up to at times." It was the end of the second week in which a small group of us agreed to lighten the commute burden by sharing the...

Limo Ride

by big0001 on Sep 25, 2017
Erotic Couplings

I can't believe you dragged me to this party. I don't care what the function is for; it is just an excuse for them to make me wear a suit and tie. But I have to admit, looking at you in the dress makes me think that maybe tonight won't be that bad and I'll be "rewarded" for having to come. I love that dress on you, the short green one that is sheer and ties...

Becoming a Sissy Cuckold Ch. 01

by Pantieslave on Mar 27, 2019
Fetish

Beth and Dan were married very young, just 20 years old each. As such both were virgins when they married. Beth wasn't an outstanding beauty but very attractive with a nice body and very nice breasts, 36D. Dan, on the other hand, was rather feminine looking and wore his hair long, in a ponytail. Being slightly built, on more than one occasion he was mistaken...

Sugar High

by sinfulcaramel on Dec 24, 2017
Exhibitionist & Voyeur

The ink black dahlia dress fit me like second skin, molding to my curves and made me feel like an otherworldly goddess. The red bob wig and black spiked red bottoms also aided in pulling off the funky futuristic look with the matching rhinestone choker and cuff adding a bit of faux modern elegance. I looked damn good...and I felt that way too. I pulled out...

Birthday Present Pt. 04

by donnaallure on Sep 18, 2017
Transsexuals & Crossdressers

Chapter 13 [We have been busy with our summer schedule and have not had the time to continue this narrative. However, due to the many emails we have received urging us to continue the story, we have decided to return to the task. And task it is. In our effort to accurately relate what happened and our feelings about it, we have revealed much more about our...

Mistress Chantel, Tranny Dominatrix Ch. 07

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

[Prefix: Some added information for those who will read on. As noted this story is one mostly about t-girls who work as dominatrixes and live much of their lives en femme. It's a story of a developing relationship and incorporates other characters in supporting roles. BDSM and other forms of sexual eroticism has been and will be written in the story, but so...

The Visit Ch. 02

by droopy dog on Sep 16, 2017
Loving Wives

It was Friday night and Tony and Kim's 26th wedding anniversary. Tony had been busy for a week making plans for their night out. He and Kim met after work at their favorite motel. It featured 2 room suites instead of just one room. Once unpacked Kim showered and prepared to get dressed. While she was in the shower, Tony made a couple of quick phone calls to...

Watching Susy Ch. 05

by 123z on Nov 4, 2019
Exhibitionist & Voyeur

Susy told me that she missed Spain and had a desire to visit the old country and so I arranged a trip to Barcelona. Back in the days I had purchased a few apartments in the city but had now cut back to just the one. Susy's old girlfriend, Canela, rented the two bedroom apartment from me and I suggested we stay with her. My wife was excited at the prospect of...

Under the Table

by hiphopchipshop on Sep 12, 2017
Group Sex

Some restaurants, posh ones especially have private dining rooms. They usually have just one table but are big enough to have a party of eight or so. My wife and me were invited to a private dining room at a French restaurant by a couple we know. I say 'a couple we know' because you couldn't call them friends, not really. We'd met them at a few dinner partie...