Celebrity9 min(s) read
Every celebrity Pete Davidson has dated as one huge star revealed why she was attracted to him
Pete Davidson’s dating life has been one of the most talked-about topics in celebrity culture for years. The Saturday Night Live comedian has been linked to a long list of high-profile women, ranging from fellow comedians to A-list actresses and supermodels. With his first child on the way with model and actress Elsie Hewitt, it’s a good moment to look back at the women he has dated over the years, from early flings to headline-making relationships.
Davidson’s love life has been anything but quiet. He has been openly public with some relationships while others were the subject of rumors and denials. Some lasted only a few months, while others were serious enough to lead to an engagement. Through it all, Davidson’s romantic journey has been a fixture of pop culture reporting.
Carly Aquilino gave insight into their past
Davidson briefly dated Girl Code alum Carly Aquilino in 2015. While things never got too serious for the pair, Davidson clearly made an impression on her. Years later, when he got engaged to Ariana Grande in 2018, Aquilino wrote of their romance in a post to Instagram, “I know I’m the 9 billionth person to text you today about this, but…I can’t."
His first long relationship was with Cazzie David
Davidson found himself in his first long-term relationship with comedian Larry David’s daughter Cazzie David. The couple began dating in May 2016 and things quickly got serious. Two years later, in May 2018, Davidson confirmed that they had officially broken up.
“We’re not together anymore,” Davidson told Complex at the time. “Very talented girl, she’ll be great and she’ll be fine. Yeah, I think she’ll be OK.” David opened up about their breakup in her 2020 collection of essays, No One Asked for This, where she recalls the mental health struggles both of them had during their time as a couple as well as when Davidson broke up with her the day before finding out he was seeing Grande. Fortunately, she was able to get over the pain of their breakup and revealed that they were friends again.
Ariana Grande engagement drew global attention
One of Davidson’s most shocking romantic moves was when he started dating Ariana Grande. They publicly revealed they were in a relationship at the end of May 2018 directly after Davidson broke things off with Cazzie. Things then moved quickly from there with Davidson and Grande getting engaged just a few weeks after their relationship began. But just as quickly as things started, they rapidly come to an end. The pair called off their engagement and broke up in October 2018 after just five months together. Davidson moved on from their relationship by covering up his neck tattoo originally inspired by the Positions singer.
Kate Beckinsale showed age was not a barrier
Davidson wasted no time rebounding from his failed engagement to Grande by moving on with Kate Beckinsale. The duo were first linked romantically when they were spotted flirting at a Golden Globes after party in January 2019. They confirmed the news that they were seeing each other by making out at a New York Rangers game in March that year.
A source at the time told Page Six that their PDA was “a ‘f**k you’ to Ariana.” But things did not last long for Beckinsale and Davidson. They called it quits in April 2019. “Even though Kate has been in Hollywood for a long time, she struggled with the attention on her relationship with Pete,” an insider quipped at the time. “He lives his life with his heart on his sleeve.”
Other relationships from 2019 through 2021
It was a hot and heavy summer for Davidson. He and Margaret Qualley began dating in August 2019 and were spotted on a romantic outing in Venice, Italy while the actress was in town promoting her film Seberg. But by October, they broke up. Actress Andie MacDowell said in September that her daughter and Davidson had a “nice” relationship. “She has a beautiful relationship with him but I don’t want to step on her relationship too much,” she said, adding, “They have a nice relationship.”
Davidson found love again with Kaia Gerber in October 2019 and they were spotted together in Miami. In January 2020, the couple broke things off. At the time, Davidson explained in February, “She’s very young, and I’m f–king going through a lot and it was before I went to rehab.” He added, “It just wasn’t the right place or the right time at all.”
Olivia O’brien and Phoebe Dynevor rumors
Olivia O’Brien claimed she and Davidson dated in October 2020 prior to his relationship with Phoebe Dynevor. She alleged on the BFFs podcast in June 2022 that she and the comic had a secret short-lived fling, admitting she did not think “anyone knew about that.” She further claimed Davidson called things off via text. “He texted me and was like, ‘I’m seeing someone else,'” she said. “‘So, like, I can’t.'” But O’Brien only had good things to say about Davidson, calling him a “nice guy.” She also shared, “He’s hot, and he’s really funny, and he’s really sweet. He’s a really sweet guy.” However, a rep for Davidson denied that they ever dated, telling Page Six in a statement, “There is no truth to this. They were friends and hung out a few times.”
Phoebe Dynevor was rumored to be involved with Davidson in 2021. Rumors began swirling in March when Davidson flew from New York to the UK to spend time with her. An insider confirmed at the time that they were “spending time” together. Then in April, it was reported that her and Davidson’s relationship was “not too serious.”
But the source also suggested that Davidson had fallen hard for the Netflix beauty, saying, “Pete must like her if he’s flying off to quaint little English villages to hang out with her on set.” By mid-April, Davidson appeared to confirm reports of their relationship.
When someone asked the comedian who his celebrity crush was during a Zoom call with Marquette University students, he responded, “I’m with my celebrity crush.” He added, “That is all I can speak on.” But their romance was short-lived and it was confirmed that Davidson and Dynevor broke up in August after just five months together.
Kim Kardashian and more notable relationships
Davidson’s dating life continued when he and Kim Kardashian were seen holding hands on a roller coaster in October 2021. A source at the time claimed that they were “just friends” saying, “They hang in the same circles, so they will be together from time to time. It’s just friends hanging out.” Days later, it was reported that Davidson arranged for a private dinner with Kardashian on Staten Island.
The pair were later seen being “affectionate” on a second date night in NYC. It was confirmed in November that the pair are officially a couple. They ended things in August 2022 after nine months of dating, with sources revealing that the pair’s demanding work schedules were not conducive to a romantic relationship.
Per E!, Kim Kardashian revealed she was initially attracted to Pete Davidson because of his much-talked-about “BDE” — or “big d**k energy.” After hosting Saturday Night Live in October 2021 and sharing an on-screen kiss with Pete, Kim felt a spark and decided to reach out. Although he skipped her after-party, she got his number from an SNL producer and texted him, not thinking it would lead to a relationship. She admitted she was “DTF” and looking to try something different, sparked by curiosity about Pete’s rumored sexual confidence. What began as a casual interest turned into a full-blown romance.
Following his breakup from Kardashian, Davidson reportedly began dating Emily Ratajkowski in November 2022. “Pete and Emily have been talking for a couple months now,” a source told Us Weekly, adding that the stars were “in the very early stages, but both really like each other.” They reportedly met through a mutual friend.
The insider shared, “Pete makes Emily laugh, and he loves how intelligent she is.” Ratajkowski had previously talked about why women find Davidson so charming in November 2021. “He’s vulnerable. He’s lovely. His fingernail polish is awesome. He looks good!” she said. She added that he has a “super-great relationship with his mom,” has “great height” and that “women find him very attractive.”
Chase Sui Wonders and madelyn cline relationships
Things with Ratajkowski ended and Davidson began spending time with Chase Sui Wonders. They were spotted out to dinner and hanging out at Davidson’s NYC apartment in December 2022 and were seen holding hands and kissing at Universal Studios Hollywood in January 2023.
A source confirmed in August 2023 that the two had called it quits after dating for less than a year. The news of their split came nearly two months after it was exclusively reported that Davidson had checked himself into rehab after struggling with borderline personality disorder and PTSD.
Not long after Davidson split from Wonders, he sparked romance rumors with Outer Banks actress Madelyn Cline in September 2023. Cline traveled to Las Vegas with Davidson to support him during one of his stand-up comedy performances and was by his side once more in October 2023 when he returned to SNL to host the premiere. The couple were photographed holding hands as they made their way inside the afterparty at Catch Steak. They reportedly split around July 2024.
Elsie Hewitt became a significant recent relationship
Davidson confirmed his romance with Elsie Hewitt in March 2025. At the time, an insider told Page Six that he “really” liked the lowkey actress and was “very happy.” The source shared, “[She] is very different from anybody else he’s ever dated before. She respects Pete and his desire for privacy.” The couple confirmed their romance during a beach day in Florida. In July, Hewitt announced via Instagram she was pregnant with the pair’s first child.
Overall, Davidson’s romantic history reflects a wide range of connections with women across the entertainment world, each bringing its own story and chapter to his life.