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Fun And Freaky Friday: Best And Worst

March 19 2010, Published 5:58 a.m. ET

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Madonna enjoyed dinner with her much younger boyfriend, Jesus Luz, at Morimoto in NYC, reminding the world that she is fiercely deserving of her Material Girl status. The new fashion mogul rocked a red and black, wide-striped, Louis Vuitton mini dress from the Fall 2009 Collection, which featured tiny little cutouts.  Pairing the covetable frock with thigh-high boots, a reptile-embossed trench and a Loewe Amazona 28 handbag, the 2-year-old super star was in traffic-stopping style!

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Britney Spears, who shared a controversial kiss with the MG, definitely doesn’t have the fashion thing in common with her idol.  Brit Brit was spotted in Los Angeles, attempting to be edgy, wearing a pair of diaper-like shorts over tights.

What onscreen Gossip Girl couple were a perfectly preppy pair at the alice + olivia by Stacey Bendet store opening at Saks 5th Avenue in NYC?  Check out the gallery in Style to find out.

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