Look back as the reality star squared off against a who's who of Hollywood
Credit: JosiahW/Splash News; Denise Truscello/WireImage
Updated: Thursday Nov 17, 2011 | 07:00 PM EST
By: Alex Apatoff
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The pop star opted for head-to-toe houndstooth with her Ferragamo dress for a summer stroll in New York City, while her fellow Check Mate kept it simple with red lips and black accessories in N.Y.C. two months later.
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