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Jennifer Aniston, Vince Vaughn

‘Breaking Up’ is hard to do Jennifer Aniston and Vince Vaughn hooked up on the set of their romantic comedy, aptly titled “The Break-Up.” Through rumors of engagement, pregnancy, marriage and, yes, breakups, they were an on-again, off-again couple for a year or more until it just, well, fizzled out.WireImage
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