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What (Random) Celebrity Couples From The '90s And Early 2000s Look Like Now?

There is a saying: “love is magical”. Some may agree with the saying, others may not. Love is magical when people fall in love at the beginning when they know how to forgive and value each other. However, when lovers don’t have feelings for each other anymore, love is tragic.
In Hollywood, people have seen many various couples whose love stands the test of time. However, at the same time, we’ve also witnessed many heartbroken breakups of the couple we loved. Whatever the reasons are, it is undeniable that their feelings for each other are real. Life goes on and people have to continue to live. Some breakup couples now have their new love life and are happier than ever before. Let’s settle in and prepare to see these memorable couples.

#1. Jennifer Aniston and Tate Donovan dated.

Source: Kmazur / WireImage


They were together 1995-98.

Source: Ron Galella, Ltd. / Ron Galella Collection via Getty Images


#2. Sandra Bullock also dated Tate Donovan. That makes her and Jennifer Aniston spit sisters.

Source: Ron Galella / Ron Galella Collection via Getty Images


 They were together for four years.

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#3. Also, Sandra Bullock and Ryan Gosling used to be couple.

Source: Sylvain Gaboury / FilmMagic


They dated 2001-02.

Source: Ron Galella, Ltd. / Ron Galella Collection via Getty Images


These days, Jennifer Aniston and Sandra Bullock are living their best lives.

Source: Charley Gallay / Getty Images for Netflix


Tate Donovan is a silver fox.

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And Ryan Gosling is married to Eva Mendes, and they have two kids.

Source: Sonia Recchia / Getty Images


#4. Jessica Biel and Chris Evans dated.

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They were together from 2001-06...five years!

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Now Jessica is married to Justin Timberlake.

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And Chris Evans is Chris Evans.

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#5. Jamie Dornan and Keira Knightley dated.

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They were together 2003-05.

Source: Antony Jones / UK Press via Getty Images


Now Jamie is married to composer Amelia Warner.

Source: Arturo Holmes / FilmMagic


And Keira is married to musician James Righton, and they have two kids.

Source: Stephane Cardinale - Corbis / Corbis via Getty Images


#6. Alanis Morissette and Ryan Reynolds dated and were engaged.

Source: Gregory Pace / FilmMagic


 They were together 2002-06.

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 Now Ryan is married to Blake Lively.

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 And Alanis is married to rapper Souleye.

Source: Bruce Glikas / Bruce Glikas / FilmMagic


#7. Mila Kunis and Macaulay Culkin dated.

Source: Dimitrios Kambouris / WireImage


 They were together 2002-11.

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Now Mila is married to Ashton Kutcher.

Source: David Livingston / FilmMagic


And Macaulay is engaged to Brenda Song, and they have a child together.

Source: Kevin Mazur / Getty Images for Stand Up To Cancer


#8. Megan Fox and David Gallagher (the kid from 7th Heaven) dated.

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They were together 2003-04.

Source: Gregg Deguire / WireImage


Now she's engaged to Machine Gun Kelly.

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And the most recent pic I could find of David was from 2011.

Source: Gregg Deguire / FilmMagic


#9. January Jones and Josh Groban dated.

Source: Vince Bucci / Getty Images


They were together 2004-06.

Source: Jeffrey Mayer / WireImage


Now she's a mom to her son, Xander.

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And Josh is in a relationship with actor Schuyler Helford.

Source: Bruce Glikas / Bruce Glikas / WireImage


#10. Paris Hilton and Deryck Whibley (the lead singer of Sum 41) dated.

Source: L. Cohen / WireImage


They were together for a few months in 2003.

Source: Rodrigo Varela / WireImage


Now she's married to Carter Reum. He's a venture capitalist/author.

Source: Jeff Kravitz / FilmMagic


And Deryck is married to model Ariana Cooper, and they have a son.

Source: Jeff Kravitz / FilmMagic


#11. Scarlett Johansson and Jack Antonoff dated.

Source: Evan Agostini / Getty Images


They were together 2001-02.

Source: Evan Agostini / Getty Images


Now Scarlett is married to SNL writer Colin Jost.

Source: Axelle / FilmMagic


And Jack is dating actor Margaret Qualley.

Source: Michael Kovac / Getty Images for AFI


#12. Topher Grace and Anne Hathaway dated.

Source: Gregory Pace / FilmMagic


They were together 1999-2001.

Source: J. P. Aussenard / WireImage


Now Anne is married to jewelry designer and producer Adam Shulman.

Source: Daniele Venturelli / WireImage


And Topher is married to actor Ashley Hinshaw.

Source: Daniele Venturelli / WireImage


#13. Emily Blunt and Michael Bublé dated.

Source: George Pimentel / WireImage


They were together 2005-08.

Source: Michael Loccisano / FilmMagic


Now Emily is married to John Krasinski.

Source: Roy Rochlin / Getty Images for Paramount Pictures


And Michael is married to model Luisana Lopilato.

Source: Lester Cohen / Getty Images for Warner Bros Records


#14. Luke Wilson and Drew Barrymore dated.

Source: Ron Galella, Ltd. / Ron Galella Collection via Getty Images


They were together 1997-99.

Source: Ron Galella, Ltd. / Ron Galella Collection via Getty Images


Now Drew is recently divorced and thriving.

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And Luke is doing whatever Luke does.

Source: Richard Rodriguez / Getty Images for Sony Pictures Classics


#15. Bow Wow and Ciara dated.

Source: Marsaili Mcgrath / Getty Images


They were together 2004-06.

Source: Jeff Kravitz / FilmMagic


Now Ciara is married to Russell Wilson.

Source: Arturo Holmes / FilmMagic


And TBH, I don't know Bow Wow's relationship status.

Source: Marcus Ingram / Getty Images


#16. Cameron Diaz and Jared Leto dated.

Source: Jeff Kravitz / FilmMagic


They were together 1999-2003.

Source: Fafl / FameFlynet / BACKGRID


Now Cameron Diaz is married to Benji Madden, and they have one son together.

Source: Noel Vasquez / GC Images


And Jared Leto has good hair.

Source: Lester Cohen / Getty Images for The Recording Academy


#17. Wilmer Valderrama and Mandy Moore dated.

Source: L. Cohen / WireImage


They were together 2001-02

Source: John Shearer / WireImage


Now Mandy Moore is married to musician Taylor Goldsmith, and they have a child.

Source: Kevin Mazur / Getty Images for Critics Choice Association


And Wilmer Valderama is engaged to model Amanda Pacheco, and they have one kid.

Source: Lisa O'connor / AFP via Getty Images


#18. 50 Cent and Vivica A. Fox dated.

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They were together for a bit in 2003.

Source: Kmazur / WireImage


Now they are both single. Perhaps they should reignite the flame à la Bennifer.

Source: Jamie Mccarthy / Getty Images for STARZ


#19. Heidi Klum and Red Hot Chili Peppers' Anthony Kiedis dated.

Source: Ben-ari Finegold / Getty Images


They were together for a couple months in 2002.

Source: Mel Bouzad / Getty Images


Now Heidi is married to Tom Kaulitz. Yes, this Tom Kaulitz.

Source: Steve Granitz / FilmMagic


And Anthony is seemingly currently single.

Source: Michael Tran / AFP via Getty Images


#20. Minnie Driver and Matt Damon dated.

Source: Steve.granitz / WireImage


They were together 1997-98.

Source: Tom Wargacki / WireImage


Now Matt is married to Luciana Barroso.

Source: Arturo Holmes / Getty Images


And Minnie is with filmmaker Addison O'Dea.

Source: Frazer Harrison / Getty Images


#21. Brooke Shields and Liam Neeson dated.

Source: Images Press / Getty Images


They were together for a bit in 1992.

Source: Ron Galella, Ltd. / Ron Galella Collection via Getty Images


Now Brooke is married to Chris Henchy.

Source: Bravo / NBCU Photo Bank via Getty Images


And Liam has remained single since the death of his wife, Natasha Richardson, in 2009.

Source: Bravo / NBCU Photo Bank via Getty Images


#22. And Finally, Kim Kardashian and Nick Cannon dated.

Source: Michael Tran Archive / FilmMagic


They were together in 2006.

Source: Johnny Nunez / WireImage


Now Kim is dating Pete Davidson.

Source: Mape / BlayzenPhotos / BACKGRID


And Nick is about to have his 8th child.

Source: Shahar Azran / Getty Images

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