15 Famous Ex-Couples Whose Romance Everyone Forgot About

year ago

Being a celebrity usually means that who you date or don’t is a newsworthy matter. But even with their names splattered everywhere, some celebrity ex-couples have simply fallen into oblivion. Whether because they only dated for a short amount of time or because their current relationships have won over the hearts of the fans, it can be a total shock to find out Hollywood’s past romantic pairs again.

1. Matt Damon and Winona Ryder

No one can deny that Matt Damon and Winona Ryder are both good actors with pleasant personas. But many people are surprised to learn that they were once a couple for a few years. It was actually Gwyneth Paltrow who set them up. As Ryder said in an interview later on, “Matt couldn’t be a greater, nicer guy. I’m really lucky that I’m on good terms with him.”

2. Angelina Jolie and Billy Bob Thornton


Angelina Jolie was married to actor Billy Bob Thornton. They got married in Vegas after 2 months of dating and adopted a child from Cambodia. They soon separated after 2 years of marriage.

3. Leonardo Dicaprio and Gisele Bündchen


Before Gisele Bündchen married NFL quarterback Tom Brady, she dated Leonardo Dicaprio from 2000 to 2005.

4. Julia Roberts and Matthew Perry


Julia Roberts and Matthew Perry started their relationship while Friends had just taken off, and this was his first public relationship. The actors dated from 1995 to 1996.

5. Cameron Diaz and Justin Timberlake

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The actress and singer were together from 2003 to 2007. Cameron Diaz married Good Charlotte band member Benji Madden in 2015. Justin Timberlake married Jessica Biel in 2012.

6. Jennifer Aniston and Paul Rudd

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Since both Aniston and Rudd remained pretty secretive about the romance, the exact timeline of the relationship cannot be explained, but according to some sources, they dated for several years. The pair appeared to be very much into each other in 1998 when they were working on a movie together, the same year Aniston and Brad Pitt began their romance. Rudd and Anniston continued co-starring in Friends from 2002 to 2004.

7. Tom Cruise and Penélope Cruz

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The Mission: Impossible star dated the Vicky Cristina Barcelona actress from 2001 to 2004.

8. Brad Pitt and Christina Applegate

These 2 actors had a very brief relationship in 1989. They went on a date to the MTV VMAs, but Christina Applegate actually ditched the Hollywood heartthrob for another man.

9. Michael Sheen and Rachel McAdams


The Notebook actress and the Underworld actor began dating in 2010 but split up in 2013.

10. Edward Norton and Salma Hayek

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The actors began dating in 1999 after reportedly being set up by their chiropractor. They ended their relationship in 2003.

11. Liv Tyler and Joaquin Phoenix

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The actors met while filming Inventing the Abbotts in the mid-’90s: “I fell in love with Joaquin the second I saw him.” Phoenix and Tyler remained friends after their 1998 split and kept supporting each other.

12. Alanis Morissette and Ryan Reynolds

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The Deadpool star and the popular musician were inseparable from the moment they met in 2002. They got engaged in 2004 but never made it down the aisle and broke up in 2007. Ryan Reynolds eventually married Blake Lively in 2012.

13. Natalie Portman and Jake Gyllenhaal


They 2 co-starred in the 2009 film, Brothers, and dated briefly in 2006. The actors remain friends.

14. Anne Hathaway and Topher Grace

These 2 starred in the movie Valentine’s Day together but dated way before the movie was made. They were both new to Hollywood and dated from 1999 to 2001.

15. Gwyneth Paltrow and Ben Affleck

After dating for 3 years on and off, Gwyneth Paltrow and Ben Affleck parted ways in 2000. The actress admitted that they’ve remained friends since, adding that Affleck is ’’super intelligent and really, really talented.’’

Were there any couples you didn’t know about and were surprised by? What other celebrity couples do you remember?

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