27. Gabrielle Union
Wifey Of: Jason Kidd, New York Knicks (NBA), Chris Howard, Jacksonville Jaguars (NFL), Dwyane Wade, Miami Heat (NBA)
The star of Bring it On and Bad Boys II, Union has emerged as a borderline A-lister in recent years. She also was an All-League high school point guard in basketball, which she no doubt discussed with her then-boyfriend Jason Kidd. She and the future Hall-of-Famer dated for a while in high school before Kidd dumped her, a curious decision on his part to say the least. In 2001, Union married former NFL running back Chris Howard, whose career was short-lived due to fumbling troubles. He proved unable to hold onto Union as well, who divorced him in 2005. She now spends her days frolicking with Miami Heat star Dwyane Wade, whom she started dating in late 2011.