CHRISTINA APPLEGATE & BRAD PITT
Back in 1989, Brad and Christina were young actors forging out their respective careers in Tinseltown. They became an item but at the MTV Video Music Awards that year, Christina suddenly ditched the future A-lister and raced off with Skid Row frontman Sebastian Bach. The Married… with Children star, 51, has since admitted that dumping Brad, now 59, was the “dumbest” thing she’d done.
JOAQUIN PHOENIX & LIV TYLER
This unlikely pair got together when Liv was just 18. The romance didn’t last but Jersey Girl star Liv, 45, says she and her Oscar-winning ex, 48, are still great friends. “I guess it depends on what happens, right?” muses Liv. “I consider Joaquin and all of his sisters to be like family. We were so young when we were together, like 18 and 21. He was my first love, so he’s a huge part of even my sense of humour.”
LENNY KRAVITZ & NICOLE KIDMAN
This talented duo did not just date for two years, between 2003 and 2005. A-list actress Nicole, 55, recently revealed she was also secretly engaged to American Woman rock star Lenny, 58. “Well, I knew Zoë because I was engaged to her father,” Nicole said around the time she starred in Big Little Lies with actress Zoë. “It’s all in the family! I love Lenny – he’s a great guy.”
SARAH JESSICA PARKER & ROBERT DOWNEY JR
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