Pete Davidson’s dating history: His long list of girlfriends and exes
Pete Davidson has been romantically linked to a wide-ranging list of Hollywood ladies.
From Cazzie David to Ariana Grande to Kim Kardashian, the “Saturday Night Live” comedian clearly has a preference for famous women no matter their age.
As rumors swirl over his new relationship with Emily Ratajkowski, Page Six is breaking down the list of all the women Davidson has dated, from girlfriends to flings to exes and beyond.
Carly Aquilino
Davidson briefly dated “Girl Code” alum Carly Aquilio 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,” according to Us Weekly.
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
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 swiftly 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
Davidson wasted no time rebounding from his failed engagement to Grande by moving on with Kate Beckinsale.
The duo — who have a 20-year age gap — 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 didn’t last long for Beckinsale and Davidson, who is three years older than the actress’s daughter.
As Page Six reported, 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.”
Margaret Qualley
It was a hot and heavy summer for Davidson. Margaret Qualley and Davidson began dating in August 2019, Page Six confirmed at the time.
The couple was spotted on a romantic outing in Venice, Italy while the actress was in town promoting her film “Seberg,” which screened at the Venice Film Festival.
But by the time the leaves began to change, so did their love for each other. She and Davidson broke up that October.
Actress Andie MacDowell, who is Qualley’s mother, 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.”
Kaia Gerber
Davidson found love again with Kaia Gerber, the daughter of Cindy Crawford and Rande Gerber.
The pair began dating in October 2019 and were spotted out and about together, including a romantic getaway in Miami.
While they were seeing each other, we reported that Gerber’s parents hoped that the relationship would “fizzle out.”
And fizzle they did. Page Six reported in January 2020 that the couple broke things off. At the time, Davidson was going through a lot with his mental health and checked into rehab.
Davidson then confirmed their breakup, explaining 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
Olivia O’Brien claimed she and Davidson dated in October 2020 prior to his relationship with Phoebe Dynevor. However, he denied they were ever together.
The singer 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 gave insight into why she allegedly dated him in the first place, sharing, “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
One of Davidson’s latest leading ladies was “Bridgerton” actress Phoebe Dynevor.
Rumors of their romance began swirling in March 2021 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, Page Six learned 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 as Page Six confirmed that Davidson and Dynevor broke up in August after just five months together.
They were said to have split because of their distance — Davidson lives in New York while Dynevor lives in England.
Kim Kardashian
Davidson’s dating life continued to be a wild ride when he and Kim Kardashian were seen holding hands on a roller coaster in October 2021, not long after they kissed during an “SNL” skit.
But 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, Page Six reported that Davidson arranged for a private dinner with Kardashian on Staten Island. The twosome were later seen being “affectionate” on a second date night in NYC.
Page Six confirmed in November that the pair are officially a couple.
Notably, the KKW Beauty founder’s sister Kourtney is engaged to Travis Barker, who is pals with Davidson’s bestie Machine Gun Kelly.
Unfortunately, the pair ended things August 2022 after nine months of dating, with sources telling Page Six that the pair’s demanding work schedules weren’t conducive to a romantic relationship.
Emily Ratajkowski
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.
“Pete makes Emily laugh, and he loves how intelligent she is,” the insider shared.
Ratajkowski famously 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 at the time.
The Inamorata designer added that Davidson has a “super-great relationship with his mom,” has “great height” and that “women find him very attractive.”
The model broke up with husband Sebastian Bear-McClard in July 2022 amid rumors he cheated on her. They share a son, Sylvester.
Chase Sui Wonders
Things with Ratajkowski fizzled out quickly as Davidson started spending time with “Bodies, Bodies, Bodies” co-star Chase Sui Wonders just a few months later.
The pair were spotted out to dinner and hanging out at the comedian’s NYC apartment in December 2022, but did not confirm their romance until the following month when they were seen holding hands and kissing at Universal Studios Hollywood.
A source confirmed to Page Six 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 we exclusively reported that Davidson had checked himself into rehab after struggling with borderline personality disorder and PTSD.
Madelyn Cline
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.
