The Hook Up: The-Dream wasn't Milian's first celebrity boyfriend. She met Cannon during the filming of the 2003 film, Love Don't Cost A Thing, and dated him for more than two years.
The Break Up: Milian reportedly found out Cannon was cheating on her in 2005 and dumped him. Cannon later insisted that he never wanted to get into a serious relationship with her in the first place.
The Mess They Left: From her relationship with Cannon to her relationship with hip-hop producer Dre to her relationship with The-Dream, Milian has become—fair or not—a sympathetic figure when it comes to celebrity relationships.