Jennifer Lopez and Cris Judd (9 Months)
Jennifer Lopez has a history of being a serial monogamist but in the early 2000s she became the infamous queen of love flings when in 2001 she became romantically involved with her “Love Don’t Cost a Thing” video director and dancer, Cris Judd. The two wed on Sept. 29, 2001. But just nine months later, the two called it quits.