In the world of celebrity romance, few names spark as much conversation and confusion as Pete Davidson. From Staten Island’s favorite son to the undisputed king of high-profile dating, Pete has made a career out of being the guy every A-lister wants to “fix” or simply have a great time with.
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Pete Davidson Dating History
As of May 2026, Pete has officially entered his “Dad Era,” but the road to fatherhood was paved with some of the most famous women in the world. At CelebLoves.com, we’ve mapped out the definitive, chronological Pete Davidson dating history for your reading pleasure.
Carly Aquilino (2015)
Before the SNL fame reached its peak, Pete dated fellow comedian Carly Aquilino. The pair were a staple of the MTV Girl Code and Guy Code scene.
- The Vibe: Casual and supportive. They’ve remained so friendly that Carly even jokingly reacted to his later engagement to Ariana Grande with a supportive Instagram post.
Cazzie David (2016–2018)
Pete’s longest relationship prior to his recent fatherhood was with Cazzie David, daughter of Curb Your Enthusiasm legend Larry David. For two and a half years, they were the ultimate “indie-cool” couple.
- The Split: In her book No One Asked For This, Cazzie revealed they were on a break when Pete famously moved on to a global pop superstar just days later.
Pete Davidson and Ariana Grande (2018)

The “Summer of BDE.” This was the engagement that shifted the cultural axis. Within weeks of meeting on the set of SNL, Pete Davidson and Ariana Grande were engaged, had matching tattoos, and even a song named “pete davidson” on her Sweetener album.
- The Breakup: Following the tragic death of Mac Miller, the couple called off their engagement in October 2018, leaving behind a legacy of “7 Rings” and “thank u, next.”
Kate Beckinsale (2019)
Proving that age is just a number, Pete sparked a romance with British actress Kate Beckinsale. The two were famously photographed making out at a New York Rangers game (next to a very uncomfortable Antoni Porowski).
- The Lesson: Their 20-year age gap made headlines, but the relationship lasted only a few months, with sources citing the “media intensity” as the reason for the split.
Margaret Qualley (2019)
Pete took his charm to the Venice Film Festival when he began dating Once Upon a Time in Hollywood star Margaret Qualley.
- The Status: While brief, the romance was confirmed by Margaret’s mother, Andie MacDowell, who described their relationship as “nice.” They split after two months but reportedly stayed friends.
Kaia Gerber (2019–2020)
In late 2019, Pete was linked to supermodel Kaia Gerber. The two were spotted on a romantic Miami getaway, though the relationship was reportedly a source of concern for her parents, Cindy Crawford and Rande Gerber.
- The Reality: Pete later admitted that he was going through a difficult mental health period at the time and that it “wasn’t the right place or the right time” for Kaia to be dealing with that.
Phoebe Dynevor (2021)
During the peak of Bridgerton fever, Pete managed to woo the Diamond of the Season herself. Pete Davidson and Phoebe Dynevor spent a cozy summer together in the UK, attending Wimbledon and taking long walks in the countryside.
- The Distance: Long-distance proved to be the dealbreaker here, as Pete was based in NYC and Phoebe in London.
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Pete Davidson and Kim Kardashian (2021–2022)

The relationship that no one saw coming. After a skit on SNL where they shared a kiss as Aladdin and Jasmine, Pete Davidson and Kim Kardashian became a 9-month phenomenon. From the Met Gala to Staten Island pizza dates, “Kete” was everywhere.
- The Impact: Pete even got several tattoos dedicated to Kim and her children, but they eventually split in August 2022 due to their demanding schedules.
Emily Ratajkowski (2022)
Following his split from Kim, Pete had a brief, high-energy fling with supermodel Emily Ratajkowski. They were spotted at a Knicks game looking very cozy, but the romance fizzled out after about a month as both were “looking for something casual.”
Chase Sui Wonders (2022–2023)
Pete met Chase on the set of their film Bodies Bodies Bodies. This was one of Pete’s more low-key relationships, lasting nearly a year and involving several international trips together. They officially called it quits in August 2023.
Madelyn Cline (2023–2024)
In September 2023, rumors began swirling that Pete was dating Outer Banks star Madelyn Cline. The two were spotted in Las Vegas and Beverly Hills, looking very much in love. However, by July 2024, sources confirmed the pair had split after nearly a year of dating.
Pete Davidson and Elsie Hewitt (2025–Present)

This brings us to the present chapter. In early 2025, Pete began dating model Elsie Hewitt. Things moved at “Pete-speed”: they went Instagram official in March, announced a pregnancy in July, and welcomed their daughter, Scottie Rose, on December 12, 2025.
- Where They Are Now: As of May 2026, reports suggest Pete Davidson and Elsie Hewitt are currently navigating a “rocky patch.” Insiders note that while they are devoted co-parents, they are taking some time to figure out their future as a couple.
CelebLoves Commentary: Whether he’s a “rebound king” or a “hopeless romantic,” Pete Davidson’s history shows a man who isn’t afraid to put himself out there. Now that he’s a father, the world is watching to see if his wild dating days are officially in the rearview.
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