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13 Weirdest Celebrity Couples Who Dated In The 2000s. Is #10 True?

Romance is amazing, only if it lasts for a long time.

If you think celebrities aren't capable of doing bizarre things then you're highly wrong. In this era, some celebrities made completely awful dating choices. 

Some were forgotten and others are still in mind. These couples pretty much suffered from terrible breakups but that doesn't mean we can't rewind and show you the weirdness that happened at that time. 

So sit back and let's take you to the worst celebrity couples era. 

13 Weirdest Celebrity Couples Who Dated In The 2000s. Is #10 True?

13 Weirdest Celebrity Couples Who Dated In The 2000s. Is #10 True?

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1. Matthew McConaughey and Janet Jackson. 

1. Matthew McConaughey and Janet Jackson. 

They dated around 2002 after meeting at an awards show. 

2. Ashley Olsen and Lance Armstrong. 

2. Ashley Olsen and Lance Armstrong. 

They had a 15 years age gap but they dated back in 2007. 

3. Hilary Duff and Joel Madden. 

3. Hilary Duff and Joel Madden. 

Hilary was only 16 and he was 25 when they dated for 2 years from 2004 to 2006. 

4. Taylor Swift and John Mayer. 

4. Taylor Swift and John Mayer. 

They dated between 2009 and 2010. Taylor Swift also wrote a song 'Dear John' for him. 

5. Tom Green and Drew Barrymore. 

5. Tom Green and Drew Barrymore. 

Back in 2001, Drew was married to Tom for 6 months. 

6. Lindsay Lohan and Wilmer Valderrama. 

6. Lindsay Lohan and Wilmer Valderrama. 

She made an appearance on That 70s show and that's when the couple hit it off. 

7. Ryan Gosling and Sandra Bullock. 

7. Ryan Gosling and Sandra Bullock. 

Back in 2003, Ryan was 21 and Sandra was 37 when they dated. 

8. Matt Damon and Winona Ryder. 

8. Matt Damon and Winona Ryder. 

These two were an item back in 2002 and flaunted their relationship everywhere. 

9. Kim Kardashian and Nick Lachey. 

9. Kim Kardashian and Nick Lachey. 

Back in 2005, after Nick went through a dramatic divorce with Jessica Simpson, these two had a brief fling. 

10. Kim Kardashian and Nick Cannon. 

10. Kim Kardashian and Nick Cannon. 

In the same year, Kim had another fling with Nick for 5 months. 

11. Ryan Reynolds and Alanis Morisette. 

11. Ryan Reynolds and Alanis Morisette. 

Probably the real reason why he split from Scarlet, that's what she says. But they were also engaged for a while and then mutually ended things. 

12. Brittany Murphy and Ashton Kutcher. 

12. Brittany Murphy and Ashton Kutcher. 

They were co-stars on the set of Just Married and that's when the couple started dating. 

13. Rihanna and Shia LaBeouf. 

13. Rihanna and Shia LaBeouf. 

They went on a date in 2007 but it didn't go so well. Even then, they've remained friends. 

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