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Nobody knew why they broke up but Dunst later admitted that they both knew from the beginning it would never last."Gossip Girl" actress Michelle Trachtenberg dated Fall Out Boy bassist Pete Wentz in 2006 before his marriage to Ashlee Simpson.

Nicole Kidman recently told Net-a-Porter that in 2003 she had been engaged to Lenny Kravitz.She confirmed it when asked about "Big Little Lies" co-star Zoë Kravitz saying, "Well, I knew Zoë because I was engaged to her father. " There's no bad blood between the two and she went on to say, "I love Lenny; he's a great guy." The late Brittany Murphy and Aston Kutcher met in 2003 while filming "Just Married." Rumors of their engagement circulated, but were never confirmed.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 went public with their relationship in 2007 but called it quits by 2008. Some celebrity relationships come and go so quickly, it can be hard to keep track.

Ciara and Bow Wow were one of the hottest couples of 2005, but parted ways just one year later. We just went our separate ways." Madonna, 58, revealed on Howard Stern's Sirius XM radio show in March 2015 that she had dated Shakur, who was killed in a 1996 shooting at age 25.In a 2016 interview with Vlad TV, Bow Wow explained the reason for the break up saying, "I started being in the streets a lot, clubbing, not wanting to go home. Recalling her infamous 1994 appearance on CBS' "Late Show with David Letterman," she told Stern she had cursed on the late-night talk show because, "I was in a weird mood that day.I was dating Tupac Shakur at the time and the thing is he got me all riled up on life in general.Before she married Aston Kutcher, Mila Kunis dated Macaulay Culkin from 2002 to 2011. " Wilmer Valderrama allegedly began dating Lindsay Lohan when she was 17 and he was 24 but the couple didn't go public until after she turned 18.They made headlines everywhere in 2004 when they broke it off after a year of dating.Swift's songs, "Out of the Woods" and "Style," were rumored to be about him.