22 '00s Celeb Couples You Totally Forgot Were A Thing

Remember that time Drew Barrymore and Tom Green got married? Unfortunately, it didn't last and they ended up getting divorced after less than a year of marriage. In 2014, Green discussed the short-live nuptials on Oprah: Where Are They Now?, where he called their relationship a "crazy, whirlwind of a time."

Yeah, Kim Kardashian and Nick Cannon dated for a short time beginning in September 2006. While chatting with Howard Stern in 2012, Cannon said he broke up with the reality star because she lied to him about her sex tape with Ray J. "She’s actually one of the nicest people you’ll ever meet," he said. "But the fact that she lied and told me that there was no tape?" And that was then end of Cannon and Kardashian.

After divorcing Jessica Simpson, Nick Lachey dated Kim Kardashian for about a week. Crazy, right? In May 2013, the former 98 Degrees singer told Details magazine that their short-lived relationship may have been Kardashian's launch into fame. "Let’s just say this: We went to a movie," he said. "No one followed us there. Somehow, mysteriously, when we left, there were 30 photographers waiting outside."

Does anyone recall that time Jared Leto and Cameron Diaz dated from 1999 to 2003? I know, I totally forgot about it, too. Per the Digital Spy, they also got engaged in 2000, but ended up going their separate ways.

During the filming of their 2002 movie Murder by Numbers, Sandra Bullock and Ryan Gosling became an item. They dated for a little over a year, but kept their romance extremely private.

In 1999, Ed Norton and Salma Hayek started dating. Actually, they dated for four years until they split in 2003. During a July 2015 interview with Allure, Hayek opened up about her past relationships saying, "I wish I knew [when I was younger] that I was going to fall crazy in love with the perfect man. I was so worried, and I dated some people I shouldn't have dated." She added, "But I wish I could say to myself, 'Hey, chill out. You're going to get a great husband that's going to adore you.' I would have saved myself a lot of personal drama."

For some time, it was just a rumor that Justin Timberlake and Alyssa Milano dated. However, in 2013 Milano admitted to Access Hollywood that she did indeed date the former boy bander for a few months. "Yeah, that's true," said about their relationship. "That was right after Britney [Spears] broke his heart, I swooped in for the kill!"

This is probably one of the more memorable couples of this list. Ashton Kutcher and Brittany Murphy seemingly hit it off on their 2003 flick Just Married. Despite many believing they were engaged, especially after they were spotted wearing matching rings, their relationship ended after only a few months. Sadly, Murphy died in December 2009 at 32 due to an "accidental death" from "natural causes," per the L.A. County Coroner's report (via E! News).

Ryan Reynolds and Alanis Morissette didn't just date, but they were engaged, too. They were together for five years total, including a two-year engagement. The two went their separate ways in February 2007.

I will never forget the time Orlando Bloom and Kate Bosworth dated. They did make a cute couple, but after two years of dating, they split in 2006. After breaking up, Bosworth reflected on their relationship in a 2011 chat with Sunday Times Style. "You know when you put all your chips into something, then it disappears? [The break-up] sent me into such pain, I think I had actual vertigo. I was like, 'Is this my new reality? Will anything be normal again?'" Obviously, it all worked out in the end, because Bosworth is now married to director Michael Polish.

Wilmer Valderrama and Mandy Moore dated for two years before breaking up in 2002. That said, they've remained good friends. In October 2015, she shared an Instagram of the two with a group hanging out at Universal's Halloween Horror Nights.

How can anyone forget about Carson Daly and Tara Reid's relationship? They were also engaged for nine months, before splitting in 2002. In April 2012, Daly opened up to Elle about dating Reid and said, "To some extent, I dodged a bullet. I was getting serious about my career, and she wanted to shoot movies and just party in her time off. That didn't work for me."

In September 2002, Kirsten Dunst and Jake Gyllenhaal began dating. They dated for two years before splitting in July 2004. At the time of their break up, Gyllenhaal's rep told People, "Kirsten and Jake remain the best of friends. Details regarding when and why their romantic relationship stopped are not being provided, but suffice it to say it happened some time ago. They are still very close."

It's not like Britney Spears and Colin Farrell actually had a relationship, but they did go out on one date. Per Farrell who spoke with People in 2003, he said, We're just mates, and we're not dating." They were only ever spotted together during a red carpet appearance for The Recruit, but it's still a memorable so-called coupling, right?

Before Heath Ledger tragically died in 2008, he dated fellow actor Naomi Watts for nearly two years. They parted ways in 2004. In a 2011 interview with America's More magazine (via Daily Mail), Watts said, "We had a beautiful relationship, only a couple of years, but he was a man who was completely full of joy, and there was a lot of laughing and affection. He was really a very special soul and made a great impact on my life."

How can I not remind you about Hilary Duff dating Joel Madden on this list? At the time, she was 16 and he was 26, which definitely garnered attention. While chatting with Cosmopolitan in 2015 about their relationship and if she had lost her virginity to him, "I had a 26-year-old boyfriend. So everyone can make their own assumptions about what I was doing." They broke up in 2006 after two and a half years together.

These two kept their relationship super private. Mila Kunis and Macaulay Culkin dated for eight years before parting ways in January 2011. If you had no idea these two ever dated, now you do.

From 2006 to 2007, Jessica Simpson and John Mayer dated. If you recall, Mayer reflected on their relationship by calling his former girlfriend "crazy" in bed. More specifically, in a 2010 interview with Playboy, he said, "Sexually it was crazy. That's all I'll say. It was like napalm, sexual napalm." Never forget, though sometimes I'd like to.

Who could ever forget that time Lindsay Lohan and Samantha Ronson dated? The two dated on and off from 2008 to 2009, and in 2012, Lohan opened up to Us Weekly about their rocky relationship. "I needed to love myself first before I could be with anyone," she said. "And I was going through a lot. Two toxic people cannot be together. End of story. We're friends now. That's how it started, so I think that's what's meant to be."

Sometimes I forget that Leonardo DiCaprio and Gisele Bündchen dated for five years. They dated from 2001 to 2005, but have both moved on. Bündchen is now married to Tom Brady, where as DiCaprio continues to make headlines for who he dates.

Yes, The O.C.'s Summer and Seth dated in real life. Rachel Bilson and Adam Brody dated for three years, before splitting in 2006. Can you imagine if these two would've have ended up together? Oh well, Brody is married to Leighton Meester, Bilson is in a committed relationship with Hayden Christensen, and they are both parents. So, it's all good.