Pete Davidson’s Dating History: Ariana Grande, Kaia Gerber, More!

Been there, done that! From on-again, off-again relationships to whirlwind engagements, Pete Davidson has had a rocky dating history.

The Saturday Night Live star has had his fair share of ups and downs as the world watched him romance Ariana Grande for months and flirt with Kate Beckinsale at a 2019 Golden Globes party.

Davidson is open to finding love again after experiencing many highs and lows. In December 2018, a source exclusively told Us Weekly that the stand-up comedian was “in a good place and he’s happy,” adding, “He’s not in a rush [to find love]. He’s focusing on himself and the future.”

A few months later, however, Davidson began romancing actress Margaret Qualley. The twosome called it quits in October 2019 and he moved on with model Kaia Gerber before they split in January 2020.

Scroll down to find out more about his relationship history!

Carly Aquilino

The comedian and the Girl Code star casually dated in 2015, according to Complex. She seemed to address his engagement to Ariana Grande in June 2018 via Instagram after posting a screenshot of a cryptic text message she received reading, “I know I’m the 9 billionth person to text you today about this, but… I can’t.”


Matt Winkelmeyer/Getty Images

Cazzie David

Davidson and the Eighty-Sixed creator started dating in May 2016 and split two years later, officially ending their on-again, off-again relationship in early 2018. “I’m very lucky. She’s very, very supportive,” he told Entertainment Tonight in September 2017 of David.


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Kate Beckinsale

Davidson and the Pearl Harbor actress sparked romance rumors at the Golden Globes in January 2019 after they were spotted flirting at an afterparty. “She was following him around a bit and waiting for him,” an insider exclusively told Us at the time. “People approached her and she didn’t want to talk to anyone else.” The pair’s fling ended in late April 2019.

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Margaret Qualley

Us broke the news of the Dirt actor’s relationship with the Once Upon a Time in Hollywood star in August 2019. “They’ve been seeing each other for a couple of months and Margaret is really excited about him,” a source told Us.


Two months later, Us exclusively revealed that the pair’s whirlwind romance was over.  


“They remain friends,” an insider close to Davidson and Qualley told Us in October 2019.

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Kaia Gerber

Us exclusively confirmed that Davidson was dating the 18-year-old model in November 2019. “Pete and Kaia are dating and they’ve been trying to keep their relationship somewhat low profile,” the insider revealed. But weeks after the comedian joked in a December episode of SNL that he was headed back to treatment for mental health issues, they split. The New York Post‘s Page Six confirmed the breakup on January 14, 2020.