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Hilary Duff HDuff070108_07_X17.jpg

This isn't the 80's, and you're not starring in a remake of Working Girl. Or maybe she's going for the Winona Ryder in Heathers look? Either way, it's not working!

But thankfully even Hilary knows that, when in doubt, just wear black. (All the couples are doing it!) Here she is with boyfriend Mike Comrie leaving Katsuya in Hollywood last night...

Is that purple nail polish (in the second pic)? Kinda gives her drab outfit a little extra flair!