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Milly's Michelle Smith and One Sparkly White Glove

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Comedy writer Bonnie Datt once bought a chainmail vest "for clubbing"—a purchase she later came to lament, once she realized that chainmail isn't particularly slimming. Inspired by this, she now spends her spare time asking famous people to dish about purchases which they initially loved—but ended up regretting, for Buyer's Remorse.

Image of Michelle Smith (with daughter Sophia in the background, wearing her Mom's purse) by Bonnie Datt

Designer Michelle Smith is the visionary mind behind the fashion line Milly, and her stylish creations for the label tend to be bold, colorful, vintage-inspired, and above all, very ladylike. (Confession: We've found ourselves completely obsessed over quite a few of them.) So we were intrigued to learn that Michelle's Buyer's Remorse story was about a fashion item from her youth, one which probably wouldn't be described as "ladylike."

Racked: Can you tell us about something you've had Buyer's Remorse about?

Michelle Smith: When I was eleven I was back-to-school shopping and I got a Michael Jackson T-shirt that had a picture of Michael Jackson with the sparkly white glove on it—and it was pretty corny. And I wore it. And I regretted it.

Racked: Did you regret it then or now?

Michelle Smith: I regretted it then and now!

· All Buyer's Remorse Posts [Racked]
· America's Next Tot Model: Sophia, Age 4, Is the Milly Minis Muse [Racked]
· Milly [Official Site]