Pete Davidson Dating History: Every Famous Ex-Girlfriend Ranked

Pete Davidson dating history reads like a who’s-who of Hollywood and pop culture royalty. From Ariana Grande to Kim Kardashian, the Staten Island-born comedian has been linked to some of the most famous women in entertainment — and every relationship has made headlines. Whether you know him from Saturday Night Live, his stand-up specials, or the “BDE” meme that broke the internet, there is no denying that Pete Davidson’s love life is as fascinating as his comedy career. Here is a complete ranking of every famous ex-girlfriend, from his earliest public relationship to his most recent romance.

A Complete Look at Pete Davidson Dating History

Before we dive into the individual relationships, it helps to understand why Pete Davidson dating history has captivated America. Davidson joined SNL at just 20 years old, making him one of the youngest cast members in the show’s history. His raw, confessional comedy style — rooted in his father’s death on 9/11, his struggles with borderline personality disorder, and his Crohn’s disease — gave him an authenticity that resonated with audiences and, apparently, with some of the world’s most desired women. Between 2016 and 2024, Davidson was publicly linked to at least ten high-profile partners, each relationship more headline-grabbing than the last.

Cazzie David (2016–2018) — The First Serious Girlfriend

Pete Davidson’s first major public relationship was with Cazzie David, the daughter of legendary comedian Larry David. The couple began dating in 2016 when both were navigating their twenties in New York’s comedy and creative circles. Cazzie, a writer and actress in her own right, and Pete appeared to be a solid match — they attended events together, posted on social media, and seemed genuinely happy.

However, their relationship ended abruptly in May 2018 under circumstances that would later become tabloid legend. Cazzie has spoken candidly about the breakup in her essay collection No One Asked for This, revealing that Pete ended things and was publicly dating Ariana Grande within days. The whiplash of that transition put Cazzie on the map as the “before” in one of the most talked-about celebrity relationships of the decade. Despite the painful breakup, Cazzie has handled the situation with humor and grace, and both have moved on.

Ariana Grande (May–October 2018) — The Whirlwind Engagement

If there is one relationship that defined the Pete Davidson dating timeline, it is his whirlwind romance with Ariana Grande. The two began dating in May 2018 — literally days after Pete’s split from Cazzie David — and were engaged within weeks. Pete got multiple tattoos honoring Ariana, they adopted a pet pig named Piggy Smallz, and the internet collectively lost its mind.

The relationship put Pete on a completely different level of fame. The “BDE” (Big Davidson Energy) meme took over social media, and suddenly a comedian from Staten Island was one of the most Googled people on the planet. But the fairy tale ended in October 2018, just five months after it began, following the sudden death of Ariana’s ex-boyfriend Mac Miller. Grande channeled the breakup into her Grammy-nominated album thank u, next, which literally name-checks Pete. Despite the short duration, this relationship permanently changed both of their careers and public personas.

Kate Beckinsale (January–April 2019) — The Age-Gap Romance

Just months after the Ariana Grande saga, Pete was spotted with British actress Kate Beckinsale, 20 years his senior. Their public displays of affection at hockey games and awards shows ignited a media firestorm, with commentators endlessly debating the age gap. Pete addressed the scrutiny head-on during SNL’s Weekend Update, joking that every relationship he enters becomes a national news event.

Beckinsale, known for the Underworld franchise and her sharp wit on social media, seemed unbothered by the attention. However, the relationship lasted only about three months. Sources suggested that the constant media pressure and their very different lifestyles — Pete in New York’s comedy scene, Kate in Hollywood — made things difficult. Still, the pairing cemented Pete’s reputation as someone who dates far above his perceived league.

Margaret Qualley (August–October 2019) — The Brief Fling

In the summer of 2019, Pete briefly dated actress Margaret Qualley, the daughter of Andie MacDowell and star of Quentin Tarantino’s Once Upon a Time in Hollywood. The relationship was relatively low-key by Pete Davidson standards — they were photographed together in Venice during the film festival and had a few public outings. Margaret has spoken positively about Pete in interviews, and their split appeared amicable. The brief romance is notable mainly because it continued Pete’s pattern of dating critically acclaimed actresses with famous parents.

Kaia Gerber (October 2019–January 2020) — The Supermodel Chapter

Next on the list of Pete Davidson ex girlfriends is supermodel Kaia Gerber, the daughter of Cindy Crawford. They started dating in October 2019, shortly after his split from Qualley, and the pairing raised eyebrows because Kaia had just turned 18 while Pete was 26. They were seen together at multiple events and Pete even sported a “KG” necklace.

The relationship ended after about three months when Pete sought treatment for mental health issues. He later made light of the situation on SNL, saying he wanted to get his life together before dating someone so young. Kaia has since spoken kindly about Pete, suggesting there were no hard feelings. The brevity of this relationship seemed to mark a turning point where Pete began to acknowledge the impact of his mental health on his romantic life.

Phoebe Dynevor (April–August 2021) — The Transatlantic Romance

After more than a year out of the public dating spotlight, Pete resurfaced with Bridgerton star Phoebe Dynevor in early 2021. The long-distance relationship — Phoebe based in England, Pete in New York — was confirmed when they were spotted together at the Wimbledon tennis championships. Pete was also seen wearing a “PD” necklace (their shared initials, conveniently).

The transatlantic logistics ultimately proved too challenging. With Phoebe filming in the UK and Pete’s SNL and movie commitments keeping him stateside, they called it quits after about five months. Despite the distance, this relationship showed a more mature side of Pete’s dating life — no over-the-top grand gestures or viral memes, just a genuine connection that geography made impossible.

Kim Kardashian (November 2021–August 2022) — The Biggest Headlines

The relationship that arguably generated the most media coverage in Pete Davidson’s entire romantic history was his nine-month romance with Kim Kardashian. It started with a kiss during an Aladdin sketch when Kim hosted SNL in October 2021, and by November, they were officially dating. The coupling of a reality TV megastar with a self-deprecating comedian seemed unlikely — and that was exactly what made it irresistible to the press.

Pete appeared on The Kardashians on Hulu, attended the Met Gala with Kim, got yet more tattoos (including one that read “My Girl Is a Lawyer”), and found himself in a very public feud with Kim’s ex-husband Kanye West. The Kanye conflict, which played out in Instagram posts and diss tracks, became one of the biggest pop culture stories of 2022. Pete and Kim split in August 2022, citing busy schedules and long distance, but the relationship elevated Pete’s celebrity status to an entirely new stratosphere.

Emily Ratajkowski (November 2022–February 2023) — Rebound Season

Shortly after the Kardashian breakup, Pete was linked to model and activist Emily Ratajkowski. The two were spotted on dinner dates in New York in November 2022, and sources confirmed they were casually seeing each other. EmRata, who was also newly single after her split from Sebastian Bear-McClard, seemed like a natural fit for Pete’s post-Kim era.

However, this pairing was more of a casual fling than a committed relationship. By February 2023, reports indicated they had stopped seeing each other. Emily has since spoken about her experience navigating the dating world after her divorce, suggesting that she was focused on herself rather than any serious commitment. For Pete, it was another brief but high-profile connection that kept him in the gossip pages.

Chase Sui Wonders (February–August 2023) — The Co-Star Connection

Pete Davidson next dated actress Chase Sui Wonders, his co-star from the Peacock series Bupkis. They reportedly began seeing each other around February 2023, and the relationship had a different energy from Pete’s previous pairings — they were colleagues first, and the connection seemed to grow organically from spending time together on set. Chase, a talented filmmaker and actress from the Sui family, brought an artistic, low-key vibe to the relationship.

They were seen at basketball games and various events in New York throughout the spring and summer. But by August 2023, the relationship had ended. The split was reportedly amicable, and both parties kept the details private — a refreshing change from Pete’s typically tabloid-heavy breakups.

Madelyn Cline (September 2023–2024) — The Most Recent Relationship

The most recent entry in Pete Davidson’s list of famous exes is Outer Banks star Madelyn Cline. The two were first linked in September 2023 and appeared to be going strong for several months. They were photographed at sports events, dinner dates, and mutual friends’ gatherings. Madelyn, fresh off her own high-profile split from co-star Chase Stokes, brought a down-to-earth energy that seemed to suit Pete well.

Their relationship continued into 2024, making it one of Pete’s longer-lasting romances. However, as Pete entered rehab and focused on his mental health, the relationship reportedly wound down. The timeline aligns with Pete’s broader decision to step back from the spotlight and prioritize his well-being — a pattern that fans hope signals genuine growth.

What Makes Pete Davidson So Attractive to A-Listers?

The question that dominates every discussion about Pete Davidson’s relationships is simple: how does he do it? The man has dated pop stars, supermodels, reality TV icons, and Oscar-nominated actresses. Comedy insiders point to his disarming honesty, his emotional vulnerability, and his ability to make powerful women laugh. Pete does not try to compete with his partners’ fame — he leans into the absurdity of it all, and that self-awareness is genuinely attractive.

There is also the “fixer” theory. Pete has been open about his mental health battles, including borderline personality disorder, depression, and substance use. Some psychologists have noted that high-achieving women are sometimes drawn to partners who need nurturing — though this theory is debated and arguably reductive. Whatever the explanation, Pete Davidson’s dating record speaks for itself.

Where Is Pete Davidson Now?

As of 2025, Pete Davidson has stepped back from the relentless dating cycle. After completing a rehabilitation program in 2024, he has focused on his stand-up comedy, with multiple new specials in development. He has been candid in recent interviews about wanting to prioritize his health and career before jumping into another high-profile relationship. Fans and friends alike have praised this decision, noting that Pete seems more grounded and focused than ever.

Whether Pete Davidson remains single or eventually resurfaces with another A-list partner, one thing is certain — his dating history has become as much a part of his brand as his comedy. And with every relationship comes a new chapter of jokes, specials, and self-reflection that keeps audiences coming back for more.