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Have you ever looked at a couple and thought, “How in the world did these two end up together?” Proving that you could find love anywhere, here’s a look at some surprising celebrity couples that made us scratch our heads.

Janet Jackson and Jermaine Dupri

Janet Jackson had been the object of many a man’s affection over the years. The “Rhythm Nation” singer has kept most of her relationships private, including all of her marriages. But when she found love in the arms of Jermaine Dupri, their relationship made headlines. Jackson started dating the diminutive producer back in 2001 and they remained an item for eight years. They called it quits several months before her brother Michael passed away but Dupri rushed to her side to be a shoulder for her to lean on during her time in need.

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