There have always been couples we see where we wonder, how did that happen? Like ordinary couples, there were some past celebrity couples that, as a viewer, we question, how did that come to be?

This list consists only of actor celebrities where there has been odd pairings. Yet maybe because of the odd pairing, all relationships on the list did not last. While they may not have been seen as the perfect couple, such as Pitt and Jolie or Afflect or Garner, these odd couples did give the media and viewers something to talk about. On the other hand, some relationships were able to escape the media attention, where the public was not informed until after the couple splits.

As rumors swirl between Lamar Odom and Khloe Kardashian split, or Michael Douglas and Catherine Zeta Jones’ separation here is a top ten list of weird actor celebrity relationships that once were.

10. Tom Green and Drew Barrymore
Back in 2000 the comedian actor and child star were once married. At least for 163 days before Green filed for divorce from Barrymore around Christmas time citing irreconcilable differences. Their relationship caught the audience’s attention after they held a rumored failed wedding ceremony during an Saturday Night Live episode where Green hosted. Since 2000, Barrymore is now married and has a daughter. Green has not remarried.

9. Kaley Cuoco and Johnny Galecki

The public did not know the two co-stars had been dating for two years, until Cuoco revealed in an interview that they had recently split. Strangely enough since the two star in CBS comedy The Big Bang Theory, they have been able to stay friends and be professional towards one another. While Galecki is still single, Cuoco is currently dating tennis star Ryan Sweeting.

8. Busy Philipps and Colin Hanks
When the two actors attended Loyola Marymount University, Philipps and Hanks had dated for four years. But after graduation the Cougar Town and Dexter stars split. Now both are married. Hanks married back in 2010 and have two children, while Philipps married in 2007 and also has two children.

7. David Gallagher and Megan Fox

Before Fox met Brian Austin Green in 2004 and she was just started out acting she dated 7th Heaven actor David Gallagher for a year in 2003. However, the relationship fizzled. Now Fox is married to Brian Austin and is expecting her second child with him.

6. Tom Cruise and Katie Holmes

It seems as though everyone saw the clip where Cruise declared his love for his girlfriend Katie Holmes. The two shocked the public when the two stepped out together while in Italy in 2005. Then in 2006, TomKat had Suri and were married. However after rumors of Holmes' conflicted beliefs with Scientology, she filed for divorce from Cruise in 2012.

5. Angelina Jolie and Billy Bob Thorton

While it seems like Angelina has found her match with Brad Pitt, she sparked public interest when she dated and married Billy Bob Thornton. From 2000 to 2003, the two were very open and affectionate towards one another while in public. They gained controversy when they had a vial of each other’s blood around their necks that they would wear. Yet despite the passion and adopting Maddox from Cambodia they filed for divorce.

4. Anne Heche and Steve Martin
Although Anne Heche sparked controversy after she started dating Ellen DeGeneres, what was surprising is that prior, she dated comedian actor Steve Martin for two years. In 2012 Martin became a first-time father after his second wife gave birth to a girl. Heche has two children and is currently dating James Tupper.

3. Demi Moore and Ashton Kutcher

Similar to Katie Holmes and Tom Cruise, the public was surprised when Demi Moore and Ashton Kutcher walked the red carpet together. What made it strange, besides the age difference, Moore stayed close with her previous husband Bruce Willis. While 15 years apart, from 2003 to 2011 it seemed as though this odd pair would work. But after several rumors of Kutcher’s fidelity appeared on tabloids, Moore filed for divorce. Kutcher is now dating past co-star Mila Kunis.

2. Sarah Jessica Parker and Robert Downey Jr.
Back in the 1980s, Jessica Parker and Robert Downey Jr. started dating after meeting on-set the movie Firstborn. Yet during their relationship, Downey had a problem with drug addiction. While Parker tried to get him through his struggle, the two decided to split. Downey has since cleaned up and is married with two children. Parker has since married and three children.

1. Macaulay Culkin and Mila Kunis

The strangest odd couple was Macaulay Culkin and Mila Kunis. For eight years they kept out of the spotlight while they dated. Although there were engagement rumors for the two, they never got a chance to. In 2011 it was confirmed the two quietly ended the relationship. Perhaps it was the lack of marriage interest from Kunis, or her gaining fame with Black Swan, or Culkin's past drug problems. Kunis is currently dating Ashton Kutcher.