1. Uma Thurman and Gary Oldman
The two met on the set of State of Grace, before getting married in 1990. Unfortunately, the marriage ended two years later.
2. Demi Moore and Bruce Willis
Moore and Willis married in Vegas in 1987 and reigned as a Hollywood power couple until their 1998 split and the whole Ashton Kutcher thing.
3. Nicole Kidman and Tom Cruise
The couple first met in 1989 during Nicole’s audition for Days of Thunder, and they got married on Christmas Eve 1990. In February 2001, however, Tom abruptly filed for divorce, citing “irreconcilable differences”.
4. Iman and David Bowie
Bowie recalled the first time when he met Iman, saying, “That she would be my wife, in my head, was a done deal.”
5. Reese Witherspoon and Ryan Phillippe
You can’t give the kind of performances Witherspoon and Phillippe give in Cruel Intentions and not get married and have some babies.
6. Jennifer Aniston and Brad Pitt
One of the biggest movie stars married one of the biggest TV stars of the time, and it all seemed so perfect and meant-to-be until Angelina Jolie famously stepped in.
7. Jennifer Garner and Ben Affleck
Knowing what you know now makes this one sad. Still, Garner and Affleck really seemed like the perfect relationship, with the perfect family, for a long time.
8. Robin Wright and Sean Penn
These two have been in a on-and-off relationship since 1989, and let’s hope that they can finally settle down once and for all.
9. Emma Thompson and Kenneth Branagh
Emma met Kenneth while filming the television series Fortunes of War before getting married in 1989. In September 1995, Thompson and Branagh announced they had separated; their statement to the press blamed their work schedules, but it later emerged that he had fallen in love with actress Helena Bonham Carter.
10. Scarlett Johansson and Ryan Reynolds
The couple announced their engagement in May 2008, and filed for divorce in December, 2010. Scarlett later hinted that her marriage to Ryan Reynolds have been quite competitive because they are both actors.
11. Michael Douglas and Catherine Zeta-Jones
Zeta-Jones says that when they met in Deauville, Douglas said, “I want to father your children” Obviously it was love at first sight, and their romance has remained until today.
12. Goldie Hawn and Kurt Russell
The longtime couple is famously unmarried, but maybe true love, for them at least, isn’t about wedding rings.
13. Amy Poehler and Will Arnett
Once named “New Yorkers of the Year” by New York magazine, this funny couple had two sons together, but sadly filed for divorce in 2016.
14. Kim Basinger and Alec Baldwin
In 1993, Basinger was in the news for allegedly backing out of a contract to star in the movie Boxing Helena, and her boyfriend Baldwin showed up in all the articles by her side. That’s a little dark, but on a happier note, they also married that same year.
15. Helen Hunt and Hank Azaria
The actors cited irreconcilable differences when filing for divorce after only one year of marriage. Hey, at least you can always see them together on returns of Mad About You.