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From Kim K and Nick Lachey to Kate Hudson and A-Rod — Check Out Which Celebrity Couples You Forgot Dated

Reality TV

Apr 23, 2019 5:07 pm·

By Jennifer Machin

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People always say Hollywood is a lot like high school, and when you see how many celebrities have dated each other throughout the years, you start to realize how true that is. From Kim Kardashian and Nick Lachey to Britney Spears and Colin Farrell (wait, what?!) — it’s no surprise we have a hard time keeping up. Click through the gallery to see celebrity couples you forgot used to date.

1 of 18

Nick Cannon and Kim Kardashian

Kim and Nick dated in 2006 for about four months, before he called it quits. In this photo, the former couple attended the 67th Annual International Best-Dressed List, which was hosted by the reality star’s current beau, Kanye West. Awkward much?

2 of 18

Sandra Bullock and Ryan Gosling

Despite their 16-year age difference, these two were an item for about 2 years after working on the drama/thriller Murder By Numbers together. At the time, Sandra was 37 and Ryan was 21. We guess you can say the Notebook star has always had a thing for older women!

3 of 18

Nick Lachey and Kim Kardashian

Their romance was pretty short-lived — it only lasted a week. Nick claimed the reality star was using him to gain recognition at the time. “Let’s just say this,” Huffington Post reported. “We went to a movie. No one followed us there. Somehow, mysteriously, when we left, there were 30 photographers waiting outside.”

4 of 18

Janet Jackson and Matthew McConaughey

Janet and Matthew only went on one date, according to an interview the actor did on Watch What Happens Live with Andy Cohen. “We went and had dinner one night,” he said. “That was sorta it.”

5 of 18

Katie Holmes and Chris Klein

Way before Jamie Foxx and Tom Cruise, there was Chris Klein. Katie dated him for about five years, two of which they spent as an engaged couple. They called it quits in March 2005.

6 of 18

Mila Kunis and Macaulay Culkin

Mila and Macaulay dated for eight years, from ages 18 to 26. During an appearance on Dax Shepard’s “Armchair Expert” podcast, The ’70s show actress confessed she blames herself for their horrible breakup. “I f–ked up,” she said.

7 of 18

Emma Stone and Kieran Culkin

After playing onscreen lovers on the film Paper Man, Emma dated Kieran from 2010 to 2011.

8 of 18

Ryan Reynolds and Alanis Morissette

Ryan began dating Alanis in 2002, before getting engaged in 2004. In February 2007, they announced their split and the pop star went on and wrote the song “Torch” about him.

9 of 18

Tom Cruise and Sofía Vergara

Years before Sofía rose to mega fame and success on Modern Family, she briefly dated the Top Gun actor. However, reports claim he was looking for a potential partner whom he could bond over Scientology with, and she apparently wasn’t having it.

10 of 18

Kate Hudson And Alex Rodriguez

A decade before his engagement to Jennifer Lopez, Alex was dating Kate Hudson. They were first spotted together in 2008, before calling it quits in 2009.

11 of 18

Kirsten Dunst and Jake Gyllenhaal

The actors began dating in 2002, when Jake’s sister, Maggie Gyllenhaal, introduced them. By 2004, they were over.

12 of 18

Paris Hilton and Nick Carter

The heiress and the Backstreet Boy dated for seven months in 2004, before splitting due to distrust, according to an interview Nick did with People.

13 of 18

Britney Spears and Colin Farrell

The pop star and the singer may have not been official as they never confirmed their relationship, however, they were seen kissing and getting cozy back in 2003.

14 of 18

Justin Timberlake and Cameron Diaz

Justin and Cameron, who shared a 9-year age difference, dated for nearly four years. They announced their split in a public statement in early 2007, adding they have much love and respect for each other.

15 of 18

Hilary Duff and Shia LaBeouf

Though they look like they’d make a great couple, their chemistry was anything but that. The Disturbia star admitted that it was “probably the worst date either of us have ever had,” according to an interview with DETAILS.

16 of 18

Julie Bowen and David Spade

These two dated in 2002 for briefly a year before splitting up.

17 of 18

Rashida Jones and Tobey McGuire

Right before landing the iconic role of Spider-Man, Tobey dated Rashida from 1997 to 1999.

18 of 18

Lea Michele and Matthew Morrison

Before they starred in Glee, Matthew and Lea had a thing. “I had worked on Broadway with Jenna Ushkowitz and Matthew Morrison before,” the actress wrote in her book, Brunette Ambition. “Matt had been a friend of mine for years, and in fact, we’d actually dated back in the day for a Broadway beat.” Small world!