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15 Surprising Celebrity Relationships We Didn’t Know About

By:: Andrea Meno

September 09, 2021

15 Surprising Celebrity Relationships We Didn’t Know About

Even in Hollywood, Cupid's arrow doesn't aim where you think it would. Love is blind …or at the very least unexpected…as demonstrated by these 15 celeb pairings.

15

Madonna and Tupac used to be in a relationship in the mid-90s. It was pretty brief, and it ended about a year before Tupac got shot (and in an interview, Madonna said she thought it was public knowledge). CRACKED.COM

14

Sia was conned into being in an adulterous relationship with Shia LaBeouf. That's how she described what happened, adding that she was hurt emotionally by LaBeouf, who she says is a pathological liar. CRACKED.COM

13

Katie Holmes and Jamie Foxx were low-key together for six years. They dated from 2013 and 2019, and mostly kept their relationship really, really under wraps they appeared together in public very rarely. CRACKED.COM — Source: People.com

12

In the 1980s, Cher (then 38) had a relationship with Tom Cruise (then 23). Much later, she called him on of her top five lovers (and she was with quite a few celebs) - apparently, he was really, really good in bed. CRACKED.COM — Source: The Cut

11

In the early 2000s, Jessica Biel and Chris Evans were together for a few years. Apparently, he was an amazing boyfriend for her 21st birthday, for example, he scattered rose petals on her bed. CRACKED.COM — Source: InStyle

10

Ashton Kutcher and January Jones used to be in a relationship. Peabody They dated in the late '90s, and were living together in 2000 there's not a lot of details, though (somehow, there was way less celeb gossip back then). CRACKED.COM — Source: InStyle

9

Macaulay Culkin dated Mila Kunis for eight years they - broke up in 2011. It ended as her star began rising while he retired from acting, and she said they had a a horrible, horrible breakup, adding that she screwed up. CRACKED.COM — Source: People.com

8

Back in the 1980s, Helen Mirren was in a relationship with Liam Neeson. They met while making the King Arthur movie Excalibur, and Neeson later talked about falling in love while having sword fights and stuff CRACKED.COM — Source: Vanity Fair

7

Apparently, Johnny Depp had affairs with quite a few Hollywood actresses. According to court documents from a lawsuit of his, he was sexually involved with Angelina Jolie, Marion Cotillard, and Keira Knightley. CRACKED.COM — Source: Vulture

6

Matthew Morrison actually dated his Glee co-star Lea Michele. The going rumor while the show was still on was that they were actually together. Turns out it was kind of true they dated when they were starting out on Broadway. CRACKED.COM — Source: Entertainment Weekly

5

Carrie Fisher and Paul Simon (of Simon & Garfunkel fame) were married. They got married in 1983, divorced in 1984, then were together off and on for over 12 years. Simon ended up writing two songs about her. CRACKED.COM — Source: Vanity Fair

4

Richard Pryor and Marlon Brando were in a sexual relationship once. As Pryor's widow Jennifer tweeted, It was the 70's: enough cocaine and good music-one could fuck a radiator and send it flowers in the morning! CRACKED.COM — Source: Vanity Fair

3

Nicole Kidman was in a relationship with Lenny Kravitz in the 2000s. It was apparently pretty serious they were engaged at one point but they eventually split amicably. Some things just don't work, he said. CRACKED.COM — Source: E! Online

2

Matt Damon and Winona Ryder used to date over two decades ago. He says they had a a great relationship, but it ended for pedestrian reasons. Now, he says, he doesn't think he could date a celebrity at all. CRACKED.COM — Source: CheatSheet

1

A while ago, two of the Spice Girls (Geri Halliwell and Mel B) hooked up. Mel B said that We were best friends. It just happened, adding that we just giggled at it and that was it. Also, she commented, Geri has great boobs. CRACKED.COM — Source: Harpers Bazaar

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