Pete Davidson’s Dating History: From Ex-Fiancée Ariana Grande To Kim Kardashian

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May 4, 2023 12:00PM EDT
Pete Davidson
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Girls love a funny guy! While Pete Davidson is best known as a comedian – appearing as a regular in ‘Saturday Night Live’ since 2014 —  there is no shortage of buzz around his personal life either.

From Ariana Grande to Kate Beckinsale, the comic has had many smart and pretty ladies on his arm over the years. And ‘The King Of Staten Island’ actor has never been afraid of packing on the PDA with his girlfriends. Whether he’s going out for a casual coffee run or attending a red carpet event, Pete hasn’t stopped turning heads with his dates. Take a look at some of his most famous ex-girlfriends by clicking through the gallery of memorable moments from Pete’s love life!

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Pete Davidson’s Dating History: From Ex-Fiancée Ariana Grande To Kim Kardashian

Pete Davidson’s Dating History: From Ex-Fiancée Ariana Grande To Kim Kardashian
PC / MEGA

Girls love a funny guy! While Pete Davidson is best known as a comedian – appearing as a regular in ‘Saturday Night Live’ since 2014 —  there is no shortage of buzz around his personal life either. From Ariana Grande to Kate Beckinsale, the comic has had many smart and pretty ladies on his arm over the years. And ‘The King Of Staten Island’ actor has never been afraid of packing on the PDA with his girlfriends.

Whether he’s going out for a casual coffee run or attending a red carpet event, Pete hasn’t stopped turning heads with his dates

Ariana Grande and Pete Davidson look striking as they step out for a concert in Brooklyn on Jul. 12, 2018. They made their romance public in May 2018 and were engaged by June 2018. They broke off their engagement in Oct. 2018.

Take a look at some of his most famous ex-girlfriends by clicking through the gallery of memorable moments from Pete’s love life!

October 30, 2021, 4:53PM
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Cazzie David

Cazzie David
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Cazzie David and Pete Davidson pose at the New York premiere of HBOs ‘Curb Your Enthusiasm’ after party. It was in 2017.

Cazzie, who is the daughter of ‘SNL’ comedian Larry David, started dating Pete around May 2016. They split in 2018 and Cazzie later admitted that she regretted initiating her breakup wth Pete. Reflecting on the relationship with the LA Times in Nov. 2020, she confessed to reaching out to her ex only to hear he was “the happiest he had ever been”. Not long after he started dating Ariana Grande.

Pete still has warm memories of Cazzie, telling Charlamagne Tha God in Feb. 2020, “Ah, she’s hilarious. She’s another of the funniest people I’ve met and like she’ll have a show in a couple of years for sure.”

October 30, 2021, 4:53PM
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Kate Beckinsale

Kate Beckinsale
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Kate Beckinsale and Pete Davidson get cute at the Capitals vs. New York Rangers hockey game at Madison Square Garden in Mar. 2019.

Pete started dating Kate in early 2019. They only lasted a month but Kate admitted that she had quite the experience with Pete. “I’ve never been in this position before — never dated anybody who comes with their own bag of mischief,” she told the LA Times in March 2019. “It’s all quite shocking, and something to get used to.”

October 30, 2021, 4:53PM
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Kaia Gerber

Kaia Gerber
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Kaia Gerber and Pete Davidson can’t keep their tongues in their mouths as they make out nonstop in full view of all their friends at a pool in Miami. It was in 2019. 

Pete started dating Kaia in late 2019 but they called it quits by Jan. 2020. He gushed over her in an interview by saying she’s “beautiful, smarter than me…If anyone was worried that I was too smart or advanced for her, they do not have to worry at all. She was way, way smarter than I was.”

Looking back on the relationship with Charlamagne Tha God in Feb. 2020, Pete said, “We were dating for a few months. She’s very young, and I’m going through a lot and it was before I was going to rehab.”

He added, Kaia “should be having fun” and “enjoying her work” and not dealing with “some dude that just has issues and s***.” “It just wasn’t the right place or the right time at all,” he said, adding that Kaia’s parents Cindy Crawford and Rande Gerber were “really helpful”.

October 30, 2021, 4:53PM
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Phoebe Dynevor

Phoebe Dynevor
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Phoebe Dynevor puts on a cap alongside Pete Davidson watching Federer vs. Norrie in the third round of the Wimbledon Tennis Championships. It was at The All England Lawn Tennis and Croquet Club in London in July 2021.

Pete started dating Phoebe in early 2021. They were reportedly romantically involved for five months before breaking up. They were spotted out and about several times before then and always appeared as happy as could be.

The duo reportedly broke up because of distance and differing schedules. As an insider told The Sun in Aug. 2021, “It was wild while it lasted and they both really care for each other. But the distance has put a strain on them. Their mates think they make a great couple, but the distance has made it completely unworkable. They had fun and will remain close but unless something drastic changes their relationship won’t recover.”

October 30, 2021, 4:53PM
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Kim Kardashian On SNL

Kim Kardashian On SNL
Courtesy of NBC

Kim Kardashian and Pete Davidson smile during an Aladdin-inspired sketch on ‘SNL’, where they shared an on-screen kiss. Their chemistry was clear even before the romance.

October 30, 2021, 4:54PM
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Pete Davidson & Kim Kardashian See A Movie

Pete Davidson & Kim Kardashian See A Movie
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Pete Davidson & Kim Kardashian West slip off to see a movie at the Atrium in Staten Island on Dec. 18, 2021.

They first sparked romance rumors after they were spotted holding hands at Knott’s Berry Farm in California on Oct. 29, 2021. Then, the duo enjoyed a cozy dinner in his native Staten Island and have been seen spending time together on the East and West coasts.

January 5, 2022, 4:55PM
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Kim Kardashian & Pete Davidson Go Out To Dinner

Kim Kardashian & Pete Davidson Go Out To Dinner
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Kim Kardashian and Pete Davidson take their romance public at Giorgio Baldi in Santa Monica on Nov. 21, 2021.

The relationship came out of left-field for Kim, following her split from Kanye West in early 2021. An insider EXCLUSIVELY told HollywoodLife, “Kim did not expect to be dating anyone for a long time, but the way it happened with Pete feels like divine intervention.”

They added, “They don’t talk about Hollywood, or celebrities, or their money, or their fame. Their conversations are real and authentic. They talk a lot about life and death, about spirituality, about current world affairs and about her work in criminal justice reform. Pete is fascinated by her intelligence and really digs the fact that she is set on becoming a lawyer.”

January 5, 2022, 4:55PM
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Pete Davidson & Emily Ratajkowski

Pete Davidson & Emily Ratajkowski
Michael Simon/Shutterstock

Pete Davidson had a super-casual relationship with Emily Ratajkowski from November 2022 to December 2022. The enjoyed a few date nights, including when they sat courtside at a NY Knicks game. Pete and Emily split around Christmas time after deciding they were better off as friends.

December 29, 2022, 12:15PM