Dress Up Stories

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Peggy, The Bored Housewife Ch. 02

by TheSparkZone on Sep 12, 2017
Exhibitionist & Voyeur

Once again my husband went on one of his extended business trips and left me at home alone to fend for myself. I was feeling a little lonely until I began to reminisce about the time I accidentally flashed the mailman. It made me feel really good knowing someone appreciated seeing me naked. I wanted to experience that wonderful feeling of exhibitionism again...

The Dress

by TheSparkZone on Sep 25, 2017
Exhibitionist & Voyeur

My friend Crystal and I were going to a bar one evening. When Crystal arrived at my apartment, she was wearing a new dress. It was dark blue, strapless and very short. The dress had elastic around the top holding it up and when she bent over, the lower half of her white panties were exposed. I immediately pointed out, "Do you realize that half of your ass i...

Audrey's Awakening Pt. 02

by Jaymie_dee on Apr 6, 2020
Mature

The next morning, as Mom and I sat down to coffee and bagels, she asked if I would be available later that afternoon to help her move some heavy boxes from her bedroom to her car. She had decided to go through her clothes closet and box up a few things for the Goodwill store. Her closet, she admitted with a sheepish laugh, was burgeoning at the seams and was...

Magic Dress Pt. 04

by SlightlyRude on Feb 11, 2019
Transgender & Crossdressers

"Oh, you do look so great," said my darling wife Eve, gazing at me. "As it's such a lovely day, why don't we take you to the park and show you off?" But she wasn't talking to me: she was talking to The Dress. If that sounds odd, then I must explain we lived an unusual life together. We now had a ménage à trois with Jean, who had who slept with her and had l...

The Dress

by swuk on Sep 16, 2017
Transsexuals & Crossdressers

"Maybe, I'm not really sure," I said. She laughed, "You're not sure? You're not sure? You liar. You're blushing and your cock is raring to go, again. Of course you're sure. I'd say you're cock sure." It was Saturday night and I was dressed in my girlfriend's dress. True, my returning erection showed I was fibbing, the blush was a realization that, indeed,...

College Girls Ch. 01

by TheSparkZone on Sep 18, 2017
Exhibitionist & Voyeur

Is college an institution of higher education or is it just an opportunity for exhibitionism? From my limited experience as a freshman, it appears to be the latter of the two. College offers a newfound freedom for coeds away from home for the first time. I soon learned that I could use this freedom to my advantage. However, sometimes situations occur quite b...

Dress Club

by BOSTONFICTIONWRITER on Sep 1, 2017
Humor & Satire

I was on the west coast visiting some of my friends and I went to a dress club. I still laugh at the connotation of it, dress club instead of strip club. I was confused. I didn't know what to make of it. Am I supposed to dress up formally? Am I supposed to wear a dress? What? I had no idea what to expect and what I was in for until I walked through the door...

A Special Occasion Ch. 03

by showife on Sep 17, 2017
Loving Wives

We began to talk about going down to the bar, or perhaps getting something to eat. Gee suggested that we take her out with out giving her a chance to clean up, and I agreed that she should keep the slut look. But Sam wouldn't have any part of that. She said she'd dress as a slut and act like a whore but she wouldn't go if she couldn't clean up. We reached a...

Magic Dress Pt. 01

by SlightlyRude on Feb 11, 2019
Transgender & Crossdressers

I was doing my usual Friday evening activity of sitting exhausted after the week and gazing at some drivel in the television. My wife Eve came into the room carrying a dress she had not worn for a couple of years. She held it against herself and looked at me. "This is such a nice dress. I always liked it. The only thing I regret about losing weight is that t...

The School Prize Giving

by Mrzxcvb on Sep 13, 2017
Exhibitionist & Voyeur

I'm running a little late for the school prize giving ceremony. My nephew is singing in the school choir as part of the entertainment. The event is to be held in the school grounds on a glorious summer's day with blue skies and just a gentle breeze to keep the temperature to a bearable level. As I approach the seating area with a minute or so to spare I no...