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Stories

11 Celebrities That You Probably Never Realized Ever Dated

by Lauren Novak • Published January 23, 2019

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Getty Images

Drew Barrymore and Corey Feldman

barrymore feldman
Wikimedia Commons

A young Drew Barrymore dated teen sensation, Corey Feldman. They announced their relationship at the 1989 Oscars. She also dated Corey’s co-star, the late Corey Haim. Maybe she had a thing for Coreys that year?

Kiefer Sutherland and Julia Roberts

roberts sutherland
Getty Images/Ron Galella, Ltd.

Kiefer and Julia met on the set of Flatliners. Kiefer left his then-wife for Julia and they eventually got engaged. Do you remember when they were Hollywood’s “It” couple for a while? Eventually, it was said that Kiefer had an affair with a stripper so Julia dumped him days before their wedding. Sounds like a relationship full of drama!

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Teri Hatcher and Michael Bolton

hatcher bolton
Getty Images/Ron Galella, Ltd.

Teri appeared in Michael’s music video for the song “Missing You Now” and they ended up dating briefly after. Can you see their chemistry in the video below?

Barbra Streisand and Andre Agassi

barbra andre
Rick Maiman/Sygma via Getty Images

Barbra is much older than Andre, but that didn’t stop them for dating in the early 1990s. She gushed about their time together, but sadly it just did not last.

Tom Cruise and Cher

cruise cher
Getty Images/MCaulfield/WireImage

They dated briefly in 1987 and Cher has admitted that Tom was quite shy, but she was still really crazy for him. We wonder what happened.

George Clooney and Kelly Preston

clooney preston
Getty Images/Jim Smeal

Before Kelly met John Travolta, she dated George Clooney. They even lived together and had a potbellied pig named Max in the late ’80s.

Did you know about any of these celebrity couples? Which ones surprise you the most? If you enjoyed this article, please SHARE with your friends and family!

Watch Michael Bolton’s music video for “Missing You Now” which stars Teri Hatcher: 

Pages: Page 1 Page 2

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About Lauren Novak

Lauren Novak is a journalist who wrote more than 5,000 nostalgia and pop culture stories for DoYouRemember? as a Senior Staff Writer and Editor.

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