Gwyneth Paltrow and Brad Pitt
Brad's second entry on this list is just as strange as the first. Long before he married (and divorced) Jennifer Aniston and shacked up with Angelina Jolie, Pitt dated and rocked the same hairstyle as his "Seven" co-star Gwyneth Paltrow. —XFINITY Entertainment Staff (AP Photo/Kevork Djansezian)
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