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Naomi Watts and the late Heath Ledger began dating in 2002, when they worked together on the Australian film "Ned Kelly." People magazine reported the couple dated for 16 months until their split in 2003.In the early 2000s, Nicole Richie was dating Good Charlotte singer Joel Madden, so it makes sense that her then-best friend, Paris Hilton, would date Madden's twin brother and bandmate, Benji Madden.
Swift's songs, "Out of the Woods" and "Style," were rumored to be about him.
Johnny Depp began dating supermodel Kate Moss in 1994 before splitting four years later.
Moss later told Vanity Fair that their breakup was hard, saying, "There's nobody that's ever really been able to take care of me.
From 2002 to 2004, Kirsten Dunst and Jake Gyllenhaal were one of the hottest couples in Hollywood.
Nobody knew why they broke up but Dunst later admitted that they both knew from the beginning it would never last.