13 Celebrity Couples You Probably Never Knew Once Dated

There was a time when the celebrities were able to keep their life even more private; take a look at these crazy couples and tell us if you would have imagine they were a duo at some point in their lives

By Miguel Robles

- November 23 , 2021 - 00:23 hs
Ryan Gosling & Sandra Bullock

Ryan Gosling & Sandra Bullock (AFP)

Today our feeds are full of stories about Bennifer, Sam and Britney, Kravis, as well as Kim Kardashian and Pete Davidson. However, there was a time when we didn't have too much acess to our favorite celebrities' lives, and we couldn't keep up with what was going on with them full-time.

Back then, we only knew about their liaisons on printed magazines (What!), through interviews and a few of other outlets that reported all the gossip. But now, things are different and we feel closer to our favorite celebs, primarily thanks to their constant interaction on social media.

If we take a look at the past, there are numerous surprises regarding who dated who. From Ryan Reynolds and Melissa Joan Hart, to Tom Cruise and Cher. Here is a list from 13 celebrity couples that once dated but you probably never knew about it.

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Melissa Joan Hart & Ryan Reynolds


It seems that Ryan Reynolds have always had a thing for blonde actresses. Before he could even imagine dating ScarJo or his current wife Blake Lively, an unknown Reynolds tried to woo the star with a Beluga watch. Joan Hart mentions that when they worked together, she had a boyfriend, so she couldn't make anything out of their strictly professional relationship. However, she has stated that Reynolds was very sweet and very endearing at the time.

Zachary Quinto & Jonathan Groff


It was Zachary Quinto who first confirmed his relationship with Jonathan Groff in an interview he gave to Out magazine back in 2012. At the time, the 'Heroes' actor went on to say “I'm incredibly happy, I'm incredibly lucky.” However, the couple called it quits in 2013. The reason behind this, reportedly was because of their work schedules.

Sandra Bullock & Ryan Gosling


The couple met back in 2002, when they were making the film 'Murder by Numbers.' However, the duo didn't went on to speak openly about their relationship when it was happening. Even though they decided to keep it a secret, we all know it was very real.

Nicole Kidman & Lenny Kravitz


Believe it or not, Nicole Kidman and Lenny Kravitz, at some point, were in fact engaged. “I knew Zoe because I was engaged to her father,” Kidman revealed during a press tour for the HBO TV series 'Big Little Lies.' “It's all in the family! I love Lenny. He's a great guy,” she said. The duo decided to calll it quits in 2003.

Liv Tyler & Joaquin Phoenix


This was one of the most iconic power couples from the '90s. They exude the decade's vibes, and they went on to date as they were on the rise as actors. Both Tyler and Phoenix were together from 1995, until 1998 when they split.

Chris Evans & Jessica Biel


Certainly, Jessica Biel's most famous relationship is the one she has with current husband Justin Timberlake; however, back in the early days of her career, she went on to date the guy who eventually would become Captain America, Chris Evans.

Macaulay Culkin & Mila Kunis


From 2002 until 2011, these two kept their relationship very low key, but we know how their eight-year romance ended up. Mila Kunis is happily married with her former 'That '70s Show' co-star, Ashton Kutcher. Meanwhile Macaulay is currently in a relationship with actress Brenda Song.

Kate Hudson & Alex Rodriguez


For several years, Alex Rodriguez and Jennifer Lopez had a highly publicized relationship, dating from 2017 to early 2021; in fact, they were engaged when they decided to split, and she moved on to Ben Affleck. However, did you kno wthat at one point the New York Yankees baseball player once dated Kate Hudson? Yeah, the year was 2009.

Pink & Joey Fatone


The 'Blow Me (One Last Kiss)' singer went on to admit that she dated the former N'Sync star in the early 2000s. Pink said “Joey Fatone was in love with me. He took me to Friendly's on a date and bought me an ice cream. Such a sweetheart. He asked my dad's permission!”

Drew Barrymore & Christian Bale


It was in 2012 when the actor revealed to GQ Australia how he went out with Drew Barrymore once. But, apparently, she ghosted him. “We went to see some bloody awful horror film, and that was the end of it,” he said. “She never called again.” However, Barrymore was asked about this particular event during one of her appearances on Watch What Happens Live, with host Andy Cohen. To this, she answered, “I don't know! He was so nice. I wasn't like super boy crazy. I had a lot of fish to fry, like I had big problems in my world for many years, like in good ways – things you gotta overcome... boys is like very secondary.”

Penelope Cruz & Matthew McConaughey


It seems that the two actors hit it off during their involvement in the 2003 movie 'Sahara.' In fact, some reports say that they cut things off in 2006, when Matthew McConaughey met his current wife, Camilla Alves.

Janet Jackson & Matthew McConaughey


McConaughey is at it again. Reports say these two had a fling after they met at the 2002 Grammys. Some sources even claimed to have seen him leaving her house the next morning carrying his shoes. Even though Janet Jackson has constantly hinted that this is a true story, Matthew has said “I met her at the Grammys and found her to be a very, very sweet lady. We swapped some good music and she's a dear lady. She's a sweetheart but we're not dating, we're just friends.” What do you think?

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Cher & Tom Cruise


This is one of the most surprising couples we have heard of. Back in the '80s, when everything was possible, the couple also went for it and dated for a while. In fact, Cher admitted to Andy Cohen, in 2013, that the 'Top Gun' superstar Tom Cruise was among her top five best lovers.

Did you know these celebrity couples ever dated?

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Miguel Robles

I began my journey as a journalist 15 years ago, when I started as a staff writer for OPEN Magazine. I was able to escalate up to the point of becoming the editor in chief of the magazine. Always adjusting to cope with changes in the industry. Trying to make strong connections with the people, and bringing voice to minorities through storytelling.

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