Pete Davidson has become one of Hollywood’s most talked-about bachelors over the past decade, known not only for his comedic talents on Saturday Night Live but also for his long list of high-profile romances. With a dating history that reads like a who’s who of pop culture royalty, Davidson’s love life continues to captivate fans, spark headlines, and trend across social media.
A Decade of Dating A-Listers
Pete’s romantic timeline is nothing short of iconic. From singers and supermodels to actresses and influencers, the comedian has dated an impressive roster of celebrities. Each relationship stirred public interest and generated massive online buzz, contributing to his reputation as the most unexpectedly eligible bachelor in Hollywood.
The Iconic Exes
Let’s take a look at the long list of famous women Pete Davidson has dated over the years:
1. Carly Aquilino
Before the spotlight fully hit him, Pete’s earliest known relationship was with fellow comedian Carly Aquilino in 2015. The two kept things fairly private, but she later joked about his engagement to Ariana Grande.
2. Cazzie David
Pete’s first high-profile relationship came with Cazzie David, daughter of Seinfeld creator Larry David. Their two-year romance from 2016 to 2018 ended just before Pete moved on to Ariana Grande. Cazzie later wrote about the breakup in her book No One Asked for This, offering a glimpse into their emotional split.
3. Ariana Grande
Perhaps his most famous relationship to date, Pete’s whirlwind romance with pop superstar Ariana Grande began in 2018 — and quickly turned into an engagement. The two got engaged just weeks after they started dating, dominating entertainment headlines. However, their love story was short-lived, and they called off the engagement later that year. Ariana’s hit song “Thank U, Next” references Pete, immortalizing their relationship in pop culture history.
4. Kate Beckinsale
In 2019, Pete surprised fans by dating British actress Kate Beckinsale. Their 20-year age difference sparked widespread media discussion. The couple was often spotted showing PDA, including their infamous courtside kiss at a New York Rangers game, but the romance fizzled out after a few months.
5. Margaret Qualley
Later in 2019, Pete began dating actress Margaret Qualley, known for her roles in Maid and Once Upon a Time in Hollywood. The two made appearances during the Venice Film Festival but ended things quietly after a few months.
6. Kaia Gerber
Model Kaia Gerber, daughter of Cindy Crawford, dated Pete toward the end of 2019. Their relationship stirred headlines, partly due to their age gap — Pete was 26 and Kaia was 18 at the time. The romance was brief, and Pete later said he sought treatment for mental health during this period.
7. Phoebe Dynevor
In early 2021, Pete was linked to Bridgerton breakout star Phoebe Dynevor. The couple reportedly spent time in the U.K., and rumors swirled about their serious intentions. While fans hoped for a transatlantic love story, they parted ways by August of that year due to long-distance struggles.
8. Kim Kardashian
Pete’s most talked-about relationship in recent years was with reality TV mogul Kim Kardashian. Their romance began after Kim hosted Saturday Night Live in October 2021, where the two shared an on-screen kiss during a skit. From red carpet appearances to vacations and tabloid coverage, “Kete” was everywhere. The couple broke up in August 2022, citing busy schedules and distance.
9. Emily Ratajkowski
Following his split from Kim, Pete briefly dated model and actress Emily Ratajkowski in late 2022. The pairing sent the internet into overdrive, but their relationship was short and reportedly fizzled due to lack of compatibility.
10. Chase Sui Wonders
In 2023, Pete dated his Bodies Bodies Bodies co-star Chase Sui Wonders. Their romance appeared more low-key compared to his previous relationships, but the couple broke up later that year.
11. Madelyn Cline
After splitting with Chase, Pete was linked to Outer Banks star Madelyn Cline. The two reportedly kept their relationship casual and low-profile, with no major public appearances or confirmations from either side.
12. Elsie Hewitt – His Current Flame
As of 2024, Pete is dating model and influencer Elsie Hewitt. Known for her sultry Instagram presence and modeling gigs, Elsie is the latest in Pete’s impressive lineup. The couple has been spotted together several times, sparking speculation about the seriousness of their relationship. Whether this romance will stand the test of time remains to be seen.
The Internet’s Fascination with Pete
Fans and critics alike often wonder: What is it about Pete Davidson that makes him so irresistible to Hollywood’s most beautiful and successful women? Some point to his self-deprecating humor, candid discussions about mental health, emotional openness, and undeniable charisma.
He’s also joked about the public’s obsession with his love life during stand-up routines and late-night interviews, leaning into the meme-worthy nature of his dating history. Pete’s ability to be vulnerable while still keeping his edge may just be the secret sauce behind his seemingly endless list of celebrity girlfriends.
Will Pete Settle Down?
With a dozen famous exes and counting, it’s unclear whether Pete is ready to settle down for good. His current relationship with Elsie Hewitt seems to be going well, but fans know by now not to get too attached. Pete Davidson is unpredictable — and that’s exactly why we love following his next move.
