Although their marriage was short-lived, Rodman's relationship with Carmen Electra will forever be an iconic '90s moment. The pair tied the knot in Las Vegas on Nov. 14, 1998, after a night out on the town.
Nine days later, Rodman filed for an annulment of the marriage, claiming he had "not been of sound mind" when they wed. After the filing, the couple briefly reconciled and attempted to work things out through early 1999. By March, however, they officially filed for divorce.