Drawing Of A Girl In A Prom Dress

Pamela Davis

Submitted by Pamela Davis, Virginia

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The Winner

Thanks to all for entering the Woman's Day photo contest toasting unsightly dresses from past proms. Hats off to Newport News, Virginia–based Pamela Davis, who sported this self-described "purple people eater" to a 1980s Warwick High School prom. Made of taffeta with ruffled accents, the dress embodies the decade's fashion trends to a T. But it wasn't until today that Pamela's regrettable trendiness earned her a prize: a digital camera. Click through to see the four runners-up!

Angela Akinniyi

Submitted by Angela Akinniyi, Baton Rouge, Louisiana

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1st Runner-Up

In a homemade polyester dress, Angela Akinniyi embraces early-'90s fashion, while her date dons the infamous Dennis Rodman dyed red 'do. "My aunt made the dress from a crazy idea we both had to try and impress and be completely different

Jayne Hiltz

Submitted by Jayne Hiltz, Goffstown, New Hampshire

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2nd Runner-Up

Posing in a red-checkered dress with a chiffon overlay and ruffled décolletage, Jayne Hiltz was all dolled up for her high school prom in 1977. Looking back, she says, "That's when I learned a valuable lesson: Never borrow a dress for t

Dana Sharp

Submitted by Dana Sharp from Rome, Georgia

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3rd Runner-Up

Dana Sharp wore this baby-blue polyester gown, which she bought at a local boutique store, to her freshman prom in 1991. "I'd gone to a small, private school before ending up at a public high school, so I had no idea what I was doing! I

Cathy Hankins

Submitted by Cathy Hankins, Glen Rose, Texas

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4th Runner-Up

Cathy Hankins wore this peach polyester frock and attached mesh cape with beaded trim to a '50s-themed dance in April 2011. (Note the matching, custom-made hair bow.) "I was the Wallflower Prom Queen," she says.