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How does Pete Davidson do it? 6 stunning stars the SNL comedian has dated, from Ariana Grande and supermodel Kaia Gerber to Kate Beckinsale and … Kim Kardashian?

6 stunning stars SNL comedian Pete Davidson has dated, including Kaia Gerber, Kate Beckinsale, Ariana Grande and … Kim Kardashian? Photos: Getty
There is something about Pete Davidson. It’s no secret that the Saturday Night Live comedian’s whirlwind romance with Ariana Grande, which ended as swiftly as it began, skyrocketed his stardom. Since then, the 27-year old’s romantic escapades with some of Hollywood’s most attractive, successful and glamorous stars has spawned countless op-eds and think pieces dedicated to demystifying his appeal.

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The emerging narrative seems to be one of bafflement – how did an absurdly modest funny man manage to land dates with famous women in a world of more conventionally attractive Hollywood types?

And now the comedian, who likens his looks to a “crack baby”, has been linked to the world’s “most eligible billionaire bachelorette” – none other than Ms. Kim Kardashian West.
Pete Davidson attends the 2021 Met Gala in September. Photo: Getty Images

According to Davidson, the secret to his appeal really isn’t that complicated. He told Paper Magazine, “My love language, when I’m in a relationship, is I treat the person I’m with like a princess.

“I try and go as above and beyond as possible,” he added, “because that’s what you’re supposed to do? If you’re in a relationship with someone, you’re just supposed to make that person feel as special as possible.”

Pete Davidson’s love life has often made headlines. Photo: Handout

And it certainly works for him, given his dating history. So exactly who has he gone out with over the years?

Ariana Grande, 2018

Ariana Grande and Pete Davidson’s relationship was a whirlwind, progressing from dating to nearly getting married very rapidly. Photo: @arianagrande/Instagram

After only two months of dating, Davidson confirmed that he and pop superstar Grande were engaged in June 2018. That month, 28-year-old Grande even called Davidson the “most handsome ever” on social media.

But the romance ended soon after, as the couple announced their split in October 2018. A month later, Grande – who is now married to Dalton Gomez – name-dropped him in her hit song Thank U, Next, and that was that.

Kate Beckinsale, 2019

 

British actress Kate Beckinsale confirmed their relationship in March 2019, when they were photographed kissing publicly at a New York Rangers game, but the relationship only lasted four months, according to Buzzfeed News.

“I think I was going into another rehab,” Davidson told radio and TV personality Charlamagne tha God. On his split with Beckinsale, he said, “I wasn’t right yet and [Kate] had a lot of acting and work to do. She’s a superstar.”

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This week, following online speculation regarding Davidson and Kardashian’s relationship, 48-year-old Beckinsale liked an Instagram post about her ex’s appeal, hinting at what might have drawn her to him.

“I love how every time Pete Davidson starts dating another beautiful celebrity everyone’s like ‘wtf is happening how did he do this what is this mystery???” the post reads. “And everybody refuses to entertain the possibility that he might have a nice personality.”

And there we have it.

Margaret Qualley, 2019

 
You’d be forgiven for not knowing that Davidson dated the 27-year-old model and Netflix series Maid actress, because he kept it super low-key compared to his other relationships.

They first sparked rumours in Venice when they were spotted together at the premiere of Qualley’s film, Seberg. Soon after, Qualley’s mum Andie MacDowell confirmed the news during an interview.

“She has a beautiful relationship with him, but I don’t want to step on her relationship too much,” she said about the romance.

The couple called it quits after only a month together.

Kaia Gerber, 2020

 
Supermodels aren’t out of Davidson’s reach either, as we found out when he dated “it” girl Kaia Gerber – the daughter of iconic model Cindy Crawford. The 20-year-old model has walked for Marc Jacobs, Chanel, Fendi and more.

“We were dating for a few months,” Davidson revealed in an interview with Charlamagne tha God posted on YouTube.

“She’s very young and I’m going through a lot and it was before I went to rehab,” he said.

“It’s just like, she should be having fun,” he continued. “She shouldn’t have to worry about some dude that just has issues. She should be enjoying her work.”

Phoebe Dynevor, 2021

Pete Davidson and Phoebe Dynevor’s relationship lasted for a couple weeks. Photo: Getty

The 26-year old Bridgerton actress and Davidson made their first official public outing at Wimbledon in July, but their relationship only lasted from February to August, according to Elle.

Insiders blamed conflicting schedules and the pandemic for their split, according to the same source.

“Phoebe has had back-to-back filming dates with Bridgerton in the UK. Meanwhile, Pete has been back in the US filming Saturday Night Live,” Elle reported.

“Obviously all the travel restrictions because of the pandemic have not helped. People can’t just jump on planes and jet around the world when they want to. It has made everything more difficult,” the source added.

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Kim Kardashian, 2021?

Pete Davidson and Kim Kardashian on the set of Saturday Night Live. Photo: SNL

Davidson and Kardashian’s possible relationship hit headlines this week after the two were spotted holding hands during a visit to a theme park in California.

This news comes hot on the heels of 41-year-old Kardashian’s Saturday Night Live hosting debut, in which she collaborated with Davidson and even shared an on-screen kiss.

While we initially assumed that the pair were just friends, they fuelled rumours by going for dinner together at Campania in New York City a few days later, according to Page Six.

Are they or aren’t they? We wouldn’t be surprised at this point.

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  • Davidson and the Keeping Up With The Kardashians star were spotted on a dinner date after sharing an on-screen kiss and holding hands at a theme park
  • The comedian’s dating history, which includes Netflix’s Maid star Margaret Qualley and Bridgerton actress Phoebe Dynevor, has sparked plenty of intrigue about his appeal