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Singer Josh Groban reportedly said his three-year relationship with January Jones was the longest relationship he'd ever had.
The two dated from 2003 to 2006, right before Jones landed a role on the hit series, "Mad Men." "How to Lose a Guy in 10 Days" actress Kate Hudson dated former Yankees player Alex Rodriguez briefly in 2009.
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.
The two were spotted together after his divorce from Simpson in 2011, but they never rekindled their early 2000s romance.
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.
They made headlines everywhere in 2004 when they broke it off after a year of dating.
Brad Pitt and Gwyneth Paltrow began dating in 1994 after meeting on the set of "Seven." He popped the question two years later, but they never made it down the aisle as they called off their engagement in 1997.
Some celebrity relationships come and go so quickly, it can be hard to keep track.