What's It Like Dating Pete Davidson? Here's What His Exes Have Said

Getty | Angela Weiss

To say Pete Davidson's dating history is an interesting ride would be an understatement. The comedian is reportedly romancing Bridgerton star Phoebe Dynevor at the moment, and though he's kept the romance pretty hush-hush, their matching initial necklaces seem to indicate he's already smitten. During a May 2021 appearance on The Breakfast Club radio show, Pete said he doesn't like to waste time "playing any of the games" when he likes someone. "If I'm into you, I'm really into you," he explained. And based on all the things Pete's exes have said about dating him over the years, that definitely seems to be the case.

Cazzie David
Getty | Jason LaVeris

Cazzie David

Pete's first major relationship in the spotlight was with comedian Larry David's daughter Cazzie David, who he met on the set of SNL back in 2016 and went on to date for over two years. During a November 2020 interview with the Los Angeles Times, Cazzie said she and Pete were "infatuated" with each other throughout their relationship, though "she struggled to convince him that she really loved him." She also was reluctant to end things with him for fear over how he would react, but eventually, she decided to end things in May 2018.

According to Cazzie, she regretted her decision and asked Pete if they could get back together a few days later, but the comedian had already moved on. Less than a month later, he and Ariana Grande were engaged, and though Cazzie said it was "agony" to watch her ex move on so quickly, she still seems grateful for their time together. Cazzie even thanked Pete in the acknowledgments of her 2020 book, No One Asked for This, writing, "Pete. I love you . . . Your bravery inspires me and your friendship means the world to me."

Ariana Grande
Getty | Jeff Kravitz

Ariana Grande

During their five-month whirlwind relationship, Ariana seemed just as love-struck as Pete was with her, even penning a song called "Pete Davidson" where she called him her "soulmate." However, after calling off their engagement in October 2018, Ariana admitted the romance was more of "an amazing distraction" than anything else. "It was frivolous and fun and insane and highly unrealistic, and I loved him, and I didn't know him," she told Vogue during her August 2019 cover story interview.

Like Cazzie, it seems like Ariana is grateful for her time with Pete, even though it didn't last. When her fans began harassing Pete on social media, Ariana told them off in a December 2018 Instagram Story, writing, "I will always have irrevocable love for him and if you've gotten any other impression from my recent work, you might have missed the point." And in her 2018 song "thank u, next," she directly addressed Pete with the lyric, "Even almost got married / And for Pete, I'm so thankful."

Kate Beckinsale
Getty | Jeff Kravitz

Kate Beckinsale

Following his split with Ariana, Pete started up a four-month romance with Kate Beckinsale in early 2019. When asked about the romance by the Los Angeles Times in March 2019, Kate admitted the media scrutiny was a lot to handle, but Pete was worth it. "I'm surprised by the interest," she said. "I've never been in this position before — never dated anybody who comes with their own bag of mischief. It's all quite shocking, and something to get used to. I think if you liked the person less, you would bow out of it. If that were the main thrust of the relationship, there would be a problem. But it's not." The two ended up calling it quits in May 2019.

Kaia Gerber
Getty | Kristy Sparow

Kaia Gerber

Before reportedly hitting it off with Phoebe, Pete was most recently linked to model Kaia Gerber. The two dated for about three months before ending things in January 2020. Four months later, Kaia opened up about a "codependent relationship" she'd been in during an Instagram Live with Lena Dunham, and though she didn't name Pete, fans have a feeling she was alluding to her romance with the comedian. "I've always kind of been the person who's like, 'I'll let everyone else be sad,'" Kaia told Lena.