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The TRL host and the party girl/actress were hot and heavy in 2000.
They even became engaged a few months into their relationship.
Tom Cruise and Penelope Cruz enjoyed a three-year relationship from 2001 to 2004 after co-starring in Vanilla Sky together in 200o.
While he’s just split from wife Katie Holmes, Penelope is happily married to Javier Bardem. Jason Statham and Kelly Brook Hollywood hunk Jason Statham and British model Kelly Brook started dating in 1997 and enjoyed a long seven years together, before splitting in 2004.
Now he’s in wedded bliss with Jessica Biel while Britney split from her fiance Jason Trawick at the beginning of this year. Ryan Gosling and Sandra Bullock Ryan Gosling and Sandra Bullock dated for one year from 2002 to 2003.While Morissette turned her grief into music, releasing the album Flavors of Entanglement in 2008. Surprisingly, Moby faced backlash over his relationship with Portman, he told Spin in 2008:"But as far as the very brief affair I had with Natalie, it's made me the target of a lot of nerd wrath.You can't date Luke Skywalker's mom and not have them hate your guts." Was there a teen star Valderrama didn't date in the early '00s? In 2006, in a classy move, Valderrama opened up about their relationship on Howard Stern, claiming, among other things, that he took her virginity and that she was not like warm apple pie.Now, the Home Alone actor is believed to be single while Mila is enjoying a romance with Ashton Kutcher.Johnny Depp and Kate Moss began their relationship back in 1994.