Slideshow · Entertainment
20 Hollywood Couples Who Were Once Together
From fairytale blockbusters to red-carpet breakups: 20 defining Hollywood romances that captivated the world before parting ways.
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20 Hollywood Couples Who Were Once Together 
20. Orlando Bloom & Miranda KerrMarried in 2010; shared an amicable 2013 divorce and remain dedicated co-parents. 
19. Liam Hemsworth & Miley CyrusMet filming The Last Song (2010); shared a decade-long romance before their 2020 split. 
18. Kanye West & Kim KardashianDominating pop-culture headlines for a decade; married in 2014 before parting in 2022. 
17. Jim Carrey & Jenny McCarthyHollywood comedy favorite duo who shared a vibrant five-year partnership (2005–2010). 
16. Sean Penn & Madonna1980s pop-culture storm; married on a Malibu bluff in 1985 before separating in 1989. 
15. Macaulay Culkin & Mila KunisBegan dating in 2002 and quietly shared nearly a decade together before parting in 2011. 
14. Andrew Garfield & Emma StoneFell in love making The Amazing Spider-Man; beloved fan-favorite pair who split in 2015. 
13. Zac Efron & Vanessa HudgensDisney's defining teen romance sparked on High School Musical, ending in 2010. 
12. Channing Tatum & Jenna DewanMet on the dance floor in Step Up (2006); married for nine years before split in 2018. 
11. Antonio Banderas & Melanie GriffithOne of Hollywood's longest unions; met on Two Much and remained married until 2015. 
10. Chris Martin & Gwyneth PaltrowMarried in 2003 and famously introduced 'conscious uncoupling' to culture in 2014. 
9. Richard Burton & Elizabeth TaylorPassionate Cleopatra romance that defined golden-age glamour, marrying twice. 
8. Heath Ledger & Michelle WilliamsFell in love on Brokeback Mountain (2004), sharing a daughter and life in Brooklyn. 
7. Robert Pattinson & Kristen StewartTwilight phenomenon co-stars whose private romance captivated fans from 2009 to 2013. 
6. Ryan Gosling & Rachel McAdamsBrought The Notebook to real life; dated from 2005 to 2007 and won Best Kiss of the era. 
5. Ben Affleck & Jennifer GarnerMet on Pearl Harbor and Daredevil; married for a decade before coparenting split. 
4. Justin Timberlake & Britney Spears1999–2002 teen pop royalty whose matching denim red-carpet remains an immortal moment. 
3. Johnny Depp & Winona RyderDefining gothic grunge romance of early 90s cinema; dated from 1989 to 1993. 
2. Tom Cruise & Nicole KidmanMarried Christmas Eve 1990 after Days of Thunder; the ultimate 90s power couple. 
1. Brad Pitt & Jennifer AnistonHollywood's golden couple at the turn of the millennium; married in 2000 in Malibu.
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