11 celebrity couples we absolutely didn’t expect to see

Although these famous duos came from different backgrounds or worked in different parts of the entertainment industry, they somehow found each other. While these pairings may not have made sense to fans, they were clearly compatible…even if they didn’t work out in the end!

Read on to find out which celebrity couples (real and alleged) surprised fans…

1. Bill Murray & Kelis

Recently, rumors surfaced that Kelis and Bill Murray hit it off and were spending a lot of time together. Accordingly TMZThe 72-year-old actor was spotted attending some of Kelis’ 43-year-old shows in London and was later spotted at the same hotel. The pair are said to have remained amicable through recent life losses – Kelis’ second husband died in March 2022 and Bill’s estranged wife died in 2021.

While the pair have not confirmed the dating rumors, Kelis had a shy reply when a fan asked if she “would like to address these allegations by Bill Murray.”

“Lol no baby I wouldn’t bother at all,” she wrote on Instagram.

2. grimes & Elon Musk

Tesla CEO and musician Grimes made headlines when they stepped out together at the 2018 Met Gala. Since then, the couple has had an uninterrupted relationship, during which time they gave birth to two children. In early 2022, Grimes shared an insight into their unique relationship.

“I would probably call him my boyfriend, but we’re very changeable. We live in separate houses. We are best friends. We see each other all the time,” she said Vanity Fair.

Since then, the couple has broken up again.

3. Cher & Tom Cruise

In the 1980s, Cher and Tom Cruise had an affair after connecting because both have dyslexia. Cher says the couple first met when they were invited to an event at the White House, but their romance didn’t develop until much later. Looking back, you called Tom is one of her top five lovers of all time.

“A couple of dyslexics have been invited to the White House, and Tom and I are both dyslexic. We didn’t date until much later, but there was definitely a connection there,” she explained, later adding, “Indeed.” I don’t understand what he’s doing, this whole Scientology thing. I can’t understand it, so…I just don’t understand it.

4. Chelsea handler & 50 cents

Chelsea Handler briefly dated 50 Cent in 2010 and she now admits he’s one of her favorite ex-boyfriends. After calling him a “big fat teddy bear” on Instagram, Chelsea chatted with her about their romance ET Canada.

“Yeah, I guess he’s my favorite ex. I mean, I don’t have a favorite ex. I love 50 Cent, he was funny. He was just a sweetheart and fun to be with,” she said. “My friends loved hanging out with him. I loved hanging out with him. It was a pretty short-lived romance, lasting only two months.”

5. Naya Rivera & David Spade

David Spade and the late Naya Rivera had known each other for years before becoming romantically involved. After first meeting on the set of 8 Simple Rules, they went on to appear together on Mad Families. Then, in 2017, the pair were spotted having dinner together and later photographed lounging by a pool in Hawaii. At the time, Naya was 30 and David was 52, so there was a 22-year age difference between them.

However, the alleged couple kept the rest of their romance private allegedly separated in June.

6. Courteney Cox & Adam Duritz

In the ’90s, Counting Crows frontman Adam Duritz dated Courteney Cox. The pair reportedly met while Courteney starred in the Counting Crows’ ‘A Long December’ music video, and they hit it off on set. Though Courteney and Adam haven’t revealed any details about their time together, Adam has confirmed that he’s dated both Courteney and her “Friends” co-star Jennifer Aniston.

“They were nice girls and I dated them and that was it,” Adam said men health.

7. Ben Stiller & Brandi Glanville

Long before Brandi Glanville’s “Real Housewives” days, she briefly dated Ben Stiller. Ben says the couple had a brief fling in the ’90s when Brandi was modeling, although he probably wouldn’t call it a relationship.

“It was short lived and it was fun, I wouldn’t call it a relationship. It was some dating and fun. I’m not sure my wife is even aware of this,” he said on “See what’s happening live.”

8th. Nicole Kidman & Lenny Kravitz

Although a relationship between Nicole Kidman and Lenny Kravitz might make sense given their megastar status, their pairing was a bit unexpected considering Lenny was Nicole’s landlord at the time! When they met, Nicole was allegedly Sublet Lenny’s New York City home. The couple tried to keep the details of their relationship a secret, only confirming they were romantically involved a decade after the relationship ended. Ultimately, Nicole says it “just wasn’t right.”

“I wasn’t ready. We weren’t ready… I’m getting engaged and getting married – that’s my thing. I don’t want to date anyone. I’m interested in a very, very deep connection,” she said Vanity Fair.

9. Ashley Olsen & Lance Armstrong

In 2007, there were rumors that Lance Armstrong was dating Ashley Olsen. The couple, whose age difference is 15 years, was spotted together on a few occasions but never confirmed love rumors. At the time, Lance said he and Ashley were “purely friends.”

Years later it was in a biography about the athlete allegedly that Lance’s friends warned him not to date Ashley in the early days of their romance because of their age difference. Author Juliet Macur wrote that Livestrong Foundation director John Korioth said to Lance, “Whoa dude, bad idea. You gotta stop this right now,” to which Lance reportedly replied, “She’s 21… F–k you.”

10 Bella Thorne & Scott Disick

Bella Thorne and Scott Disick were reportedly dating in 2017 when Bella was 19 and Scott was in her mid-30s. The couple has been spotted several times, but when they drove to Cannes together, Bella noticed that she realized Scott was too partying.

“Scott is really nice, sweet and charming. I don’t drink and he drinks a lot. And it just ended… I just wasn’t down. I thought, ‘I have to go.’ We were [at Cannes] A day and a half beforehand I figured I would book my flight and leave. I love going out and having fun, I love fucking dancing but I just don’t party that hard and it was way too much for me. I was like, ‘Woah, that’s not the way I live my life bro,'” she said Complex.

11. Carmen Electra & Simon Cowell

Carmen Electra first met the notoriously critical Simon Cowell on the set of Britain’s Got Talent. The pair stayed together for almost six months, but things reportedly ended when Carmen found out Simon was also dating Lauren Silverman. While Carmen has never commented on the situation, Simon has given birth to two children with Lauren – and Carmen says she is very happy for him.

“I’m so happy for him. I’m very proud of him and so happy,” Carmen said Us weekly shortly after Simon and Lauren’s first pregnancy announcement. “I’ll call him as soon as I’m in the car… I want to know if it’s a boy or a girl! It is great. I’m really happy for him. He’s lovely.”