Jermaine Dupri & Janet Jackson
She may have had him beat by an inch or two (or three), but that doesn’t mean that this pair of J’s didn’t look good together. After Jermaine and Janet pumped the breaks in 2009, following seven years of courtship, the pop queen opened up to New York Daily News about their relationship. Janet said that she’s not the type of woman to keep in contact with her exes, but that Jermaine was an exception and they’ll always be friends. Well, hey, isn’t a solid friendship the basis of any good romance? There’s hope!