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Vicky, after

A Burberry trench, black fishnets and Jimmy Choo pumps transform Vicky into a subtly sexy businesswoman.

Jill says Vicky's coat adds an iconic touch. "The trench coat has been around forever," she says. "It's very Parisian chic."

Underneath, Vicky's wearing a flattering '50s-style dress. "We kind of put a modern touch by adding a fishnet stocking to make it unexpected," Jill says.

Vicky says these classic pieces make her feel powerful. "I feel 'Wall Street,'" she says. "I don't know if I'd wear it back in California, but it's great for Chicago [or] New York. I mean, I love it."

Adam says to forget the fashion dos and don'ts your mother taught you—it doesn't matter if your coat is shorter than your hemline. "The rules don't exist like that anymore," he says. "We are breaking them."

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