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17 Weird and Random Celebrity Couples You'd Never Imagine Dated

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By Augustine Mbam - - 5 Mins Read

Do you recall how the world went into a frenzy upon discovering that Zac Efron and Vanessa Hudgens were in a real-life relationship? (And the subsequent distressing news that they experienced some sort of disagreement...)

Prepare yourself because what's coming up is significantly superior. We're about to shake up your perception of celebrity relationships with these unbelievably improbable pairs. Are you prepared?

1. Kim Kardashian and Nick Cannon 

Before the emergence of Kimye, Kim Kardashian had her sights set on comedian Nick Cannon. However, their relationship ended after four months of dating in 2007 when Nick decided to call it quits.

Kim Kardashian and Nick Cannon poses for a picture
Photo by John Shearer/WireImage for Teen

According to Nick, the reason for their breakup was because Kim lied about her 2003 sex tape with Ray J. An experience he admitted hurt him badly.

2. August Alsina & Jada Pinkett Smith

During an episode of Red Table Talk in 2020, Jada Pinkett Smith finally admitted to having an "entanglement" with musician August Alsina while she and Will Smith were separated after previously denying Alsina's claims of their relationship.

LOS ANGELES, CA - JUNE 25: August Alsina (L) and Jada Pinkett Smith at the 2017 BET Awards at Staples Center on June 25, 2017 in Los Angeles, California.
Jada Smith and August Alsina (Photo by Paras Griffin/Getty)

Will and Jada had an open and truthful conversation about the circumstances surrounding their relationship with Alsina and how it affected their marriage.

3. Larsa Pippen and Marcus Jordan 

Larsa was once wedded to Scottie, who gained fame playing for the Chicago Bulls alongside Michael, the father of Marcus.

Larsa Pippen and Marcus Jordan


In 2018, Larsa filed for divorce from Scottie, citing “irreconcilable differences,” and the couple parted ways for good. Their divorce was officially completed in late 2021, almost three years after their final separation, as confirmed by Us.

Nevertheless, rumors have surfaced that Larsa is currently in a romantic relationship with Marcus Jordan, Michael Jordan's son.

4. Matthew Morrison and Lea Michele

Can you believe it? Matthew Morrison revealed that he and Lea Michelle were in a romantic relationship before the production of Glee began. In her book Brunette Ambition, she mentions that she had previously worked with Morrison and Jenna Ushkowitz on Broadway.

Lea Michele and Matthew Morrison sit, staring at each other
Lea Michele and Matthew Morrison (Angela Weiss/Getty Images)

Michelle and Morrison had been friends for a long time, and they even dated briefly during their Broadway days. It's hard not to associate them with their Glee characters, Rachel Berry and Mr. Schuester. Don't you think it's a bit strange?

5. Selena Gomez and Nick Jonas​

During a break from her relationship with Justin Bieber, Selena briefly dated Nick Jonas. This was the same time Taylor Swift saw Nick's brother, Joe Jonas. Selena later talked about their time together on BBC Radio in January 2018, recalling a casual walk they took in Central Park.

A young Selena Gomez and Nick Jonas photo mix
A young Selena Gomez and Nick Jonas

Nick mentioned that they were very private about their relationship and he even walked away from her at one point because paparazzi were taking pictures. Selena seemed to still hold a grudge based on the expression on her face during the interview.

6. Ryan Gosling and Sandra Bullock 

In 2002, while working together on the movie "Murder by Numbers," these celebrities developed romantic feelings for each other, even though Ryan is 16 years younger than Sandra.


Sandra Bullock, Ryan Gosling during an After Party
Sandra Bullock and Ryan Gosling (Sylvain Gaboury/FilmMagic)

Although there are a few adorable photos of them together, their relationship lasted less than two years and didn't progress much. However, it is said that the breakup deeply saddened Sandra.

7. Nick Lachey and Kim Kardashian 

Nick accused Kim of using him to gain fame after they dated for only a week. He revealed to DETAILS, as reported by Huffington Post, that they went to a movie during their short time together, and no one followed them there.

Nick Lachey and Kim Kardashian talking together at an event
Nick Lachey and Kim Kardashian (Stephen Cohen/FilmMagic)

However, when they left, there were suddenly 30 photographers waiting outside, which Nick found suspicious.

8. Madonna and Michael Jackson 

Can you believe it? Madonna brought Michael Jackson as her companion to the Oscars! And that's not all - thanks to Carpool Karaoke, we're aware that she even planted a kiss on him before the night ended!

Madonna and Michael Jackson
Madonna and Michael Jackson (Barry King/WireImage)

Fast forward to 2018, and she still cherishes the memory, as evidenced by her Instagram post with the caption, "Best date ever!!"

9. Cheryl and Liam Payne 

Although Liam Payne and Cheryl Tweedy's relationship has been extensively covered in the media, it's easy to overlook the initial shock that fans experienced when they first learned of their union in 2016.

Cheryl and Liam Payne 
Cheryl and Liam Payne (Karwai Tang/WireImage)

Together, they welcomed their son, Bear, into the world. However, in 2018, they decided to end their romantic relationship. Despite this, they have maintained a close friendship.

10. Mel B and Eddie Murphy

After the Spice Girls disbanded for the first time, Mel went to the United States. There, she had a romantic relationship with the star of Nutty Professor.

Mel B and Eddie Murphy photo mix
Mel B and Eddie Murphy

After they split in 2007, Mel disclosed that she was pregnant with Eddie's baby. He demanded a paternity test, which confirmed that he was Angel Iris's father. In her latest memoir, Mel referred to the comedian as the love of her life.

11. Brad Pitt and Sinitta

While Sinitta may be recognized for her stunning performances on The X Factor nowadays, she was romantically involved with Brad Pitt during her time in the music industry.

Brad Pitt and Sinitta
Brad Pitt and Sinitta (Rex/Shutterstock)

After his separation from Angelina Jolie in 2016, she playfully hinted that he should reconnect with her to reignite their two-year relationship. Although there is no current information on this matter, unexpected events have occurred before…

12. Stephanie Davis and Zayn Malik

Zayn dated Hollyoaks actor Stephanie before his more well-known relationships with Perrie Edwards and Gigi Hadid, shortly after he became famous on X Factor.

Stephanie Davis and Zayn Malik headshot mix
Stephanie Davis and Zayn Malik

Stephanie ended her five-month relationship with Zayn in 2011, but she stated that she maintained contact with him following her appearance on Celebrity Big Brother in 2016.

13. Billie Piper and Chris Evans

In 2000, Billie, who was 18 years old at the time, got married to DJ Chris Evans while on a trip to Las Vegas. Despite the doubts of many, their marriage ultimately ended up being short-lived.

Billie Piper and Chris Evans
Billie Piper and Chris Evans (Dave Hogan/Getty Images)

Nonetheless, even though they terminated their romantic involvement after three years, they still maintain a strong bond as friends and have even participated in each other's subsequent nuptials.

14. Madonna & Josh Popper

Madonna was aware that she had to make a grand comeback after her social media hiatus, and that's exactly what she did. She created a buzz by posting a picture of herself kissing Josh Popper, the star of Summer House, making her new romance 'Instagram official.'


The 23-year-old athlete shared several pictures in the boxing ring in February, expressing gratitude towards everyone who had supported him on his journey, including Madonna. As per Vanity Fair, the athlete and the singer's son's trainer, Popper, met and began a romantic relationship.

15. Pete Davidson & Emily Ratajkowski

Pete Davison's dating history reads like a list of A-List celebrities, cementing his status as a highly sought-after man. After romancing the likes of Ariana Grande and Kim Kardashian, it was only a matter of time before he caught the eye of another Hollywood beauty, Em Rata. In November 2022, rumors of a relationship between the two began to circulate.

Pete Davidson & Emily Ratajkowski

Pete Davidson & Emily Ratajkowski (Nathaniel S. Butler/NBAE/Getty)

During the subsequent weeks, the duo relished numerous public excursions, appearing to validate their love affair. They engaged in romantic walks in the park and were spotted courtside at a New York Knicks match, among other activities. Regrettably, their relationship fizzled out as rapidly as it had begun, and Page Six disclosed their separation merely a few months later.

16. Drew Taggart & Selena Gomez

Although social media is fixated on the ongoing drama between Selena Gomez and Hailey Bieber, our attention is drawn to the developing romance between the Chainsmokers' Drew Taggart and the singer. Insider sources revealed in February 2023 to ET that the two were becoming increasingly intimate.

Drew Taggart & Selena Gomez

As per the source, Selena and Drew are enjoying each other's company immensely. Drew appears to be quite content in Selena's presence, and Selena reciprocates his feelings. Their shared passion for music, a common profession, and unwavering dedication have brought them closer. Although mutual acquaintances introduced them, they are supposedly taking their relationship at a leisurely pace.

17. Janet Jackson & Matthew McConaughey

If we're discussing the 2000s, what happens when you combine a Texas boy turned actor with a singer-songwriter? The outcome is Janet Jackson and Matthew McConaughey as a couple! McConaughey developed a crush on the modern R&B singer after meeting her. However, their tale didn't conclude there.

Janet Jackson & Matthew McConaughey
Janet Jackson & Matthew McConaughey (KMazur/WireImage)

If their relationship appears unclear, it's not a problem. "We went out for dinner one evening. That was pretty much it," Matthew revealed on Watch What Happens Live. "It was only for a brief moment, that's why I'm reluctant to talk about it," Jackson added later. Even though their time together was short-lived, it will be remembered as a significant moment for us.