Pete Davidson's Relationship History: Look Back at His Star-Studded Love Life
Are they or aren't they?
Pete Davidson and Kim Kardashian West have set the Internet ablaze after holding hands on a roller coaster ride at Knott's Scary Farm in Buena Park, California, over the weekend — and now meeting for a quiet dinner on New York's Staten Island.
The roller coaster pictures sparked rumors of a romance between the two, and though a previous source told PEOPLE the stars are "just friends," another noted that they do "have chemistry."
"Pete can be super charming and Kim loves the attention," an insider told PEOPLE, adding that they're having "fun" together.
The SNL star, 27, first met Kardashian West, 41, when she hosted Saturday Night Live on Oct. 9. They even shared a kiss in one sketch that spoofed Disney's Aladdin.
Kardashian West is in the midst of a divorce from Kanye West, with whom she has four children, and Davidson most recently dated Bridgerton's Phoebe Dynevor. Here, a look back at Davidson’s dating history.
The diamond of the season made her match: Bridgerton's Dynevor, 26, dated Davidson through the spring and summer of 2021, PEOPLE reported.
At the start, the two were "really into each other," a source told PEOPLE. The insider added that "Pete is telling friends he's serious about her." He even got cute on a Zoom with college students in April, saying, "I'm with my celebrity crush," when asked which star he was interested in.
Davidson and Dynevor were first linked in March when Davidson was spotted in Manchester, England, where the Bridgerton star lives. According to Entertainment Tonight, the pair were allegedly seen holding hands while out together in the U.K.
The month before, Dynevor took a trip to New York City, where Davidson lives and shoots Saturday Night Live. Fans also noticed that the two had been wearing matching 'PD' necklaces — a nod to their shared initials.
In August, PEOPLE confirmed the pair had split.
The actor and supermodel, then 18, were spotted in New York City together in late October 2019, enjoying a meal at the popular brunch restaurant, Sadelle’s. A source told Page Six the two are “just friends,” however, he was also photographed leaving her apartment that day.
Later in the week, they both attended a New York Knicks basketball game, though they sat separately, with Gerber joining her dad Rande. However, the two looked back on one week later, driving around Malibu together and later, grabbing dinner in L.A. (She even wore a “P” necklace while at an event with her mother, Cindy Crawford, and her grandmother.) They were later photographed holding hands on a trip to upstate New York.
In February 2020, Davidson opened up about their brief time together in a chat with Charlamagne Tha God.
“She’s very young, and I’m f—ing going through a lot and it was before I went to rehab,” said Davidson, who sought treatment at the Sierra Tucson treatment center in Arizona months prior. “It’s just like, she should be having fun. She shouldn’t have to worry about some dude that just has issues and s—. She should be enjoying her work.”
Davidson and the up-and-coming actress, then 25, were first spotted together in September 2019 after touching down at the Marco Polo airport in Venice, where a source told PEOPLE they looked “very happy” together.
“They were very smiley and flirty. Some fans approached them and they happily signed autographs,” the source shared. “They left the airport together for the same hotel.”
They kept their public outings going on Labor Day, where they were snapped taking a stroll through the streets of Venice walking hand-in-hand together.
After a few months of dating, the two quietly split in the early fall.
The actress, then 46, and Davidson had quite the public romance earlier in 2019, dating for four months before splitting in April.
The two were first spotted together for most of the night at Netflix’s Golden Globes afterparty in January. In early February, Beckinsale supported Davidson at his stand-up comedy show in Los Angeles. The two left the venue hand-in-hand.
That same month, they were spotted enjoying a hockey game at Madison Square Garden in New York City, where they packed on the PDA for the cameras.
“She’s very happy with Pete,” a source close to the actress told PEOPLE at the time. “They have really similar senses of humor and she’s always laughing with him.”
Davidson even addressed the romance on Saturday Night Live that March.
During the end of Davidson’s appearance on Weekend Update, Colin Jost asked if his costar had any new life developments, “like a new girlfriend.” Davidson was initially reluctant but soon opened up about Beckinsale.
“Apparently people have a crazy fascination with our age difference,” replied Davidson. “But it doesn’t really bother us. But then again, I’m new to this.”
By the end of April, though, a source told PEOPLE they “are over,” but that things between them ended amicably.
“It was the long distance,” said the source. “They’re still friendly, but it just didn’t work out.”
A second source added, “They had been trying to make it work up until very recently, but it’s over now.”
Davidson’s star shot up in May 2018, when he was first linked to singer Grande, then 24. They were first spotted together backstage at the Billboard Music Awards, where Grande performed.
“After Ariana’s performance, they were backstage and he had his arm around her,” an onlooker told PEOPLE. “They seemed very lovey-dovey. He was hanging out with her and her friends with his arm around her. She seemed quite smitten.”
They went Instagram-official weeks later, and from there kept their romance quite public, stepping out for dates in N.Y.C. and even getting some couples ink: Davidson got a neck tattoo that seemingly referenced the “No Tears Left to Cry” singer’s Dangerous Woman album cover, plus her initials on his hand.
After a few weeks of dating, an insider close to the couple confirmed the duo were officially engaged. “It’s a recent engagement. They’re just two people who found love quickly and make each other happy all the time,” the source told PEOPLE.
After a whirlwind summer, the two split in October 2018.
“It was way too much too soon,” a Grande source told PEOPLE. “It’s not shocking to anyone.”
Sources close to the couple told TMZ that the decision to split was a mutual choice, as both of the stars felt the timing wasn’t right.
The SNL star kept things lower-key when he dated David, then 22, the daughter of actor Larry David. The pair first went public in 2016, splitting in early 2018.
“I just love her very, very much,” Davidson told PEOPLE in 2016.
Announcing he was sober in 2017, he credited David and his friends for sticking with him along the way.
“It wasn’t easy, but I got a great girl, great friends and I consider myself a lucky man. I’ll always be here for you guys, I promise,” he wrote on Instagram. “Remember to never give up hope because sometimes that’s all we got. We are a family and I appreciate all your love and support. It’s nice to be back in action.”
He also dedicated an Instagram post hours later to Cazzie.
“Couldn’t pick one so I went with two,” he captioned a side-by-side picture of the couple. “Luckiest guy in the world #babygirl.” In May 2018, he confirmed the pair’s break-up in an interview with Complex.
“We’re not together anymore,” he said. “Very talented girl, she’ll be great and she’ll be fine. Yeah, I think she’ll be okay.”
Davidson and Aquilino dated quietly in 2015. Though the two were never very public about their romance, the stand-up comedian and star of MTV’s show Girl Code appeared to share her reaction to her former boyfriend’s engagement to Ariana Grande on her Instagram story when the news broke, posting a screenshot of a text conversation with a friend.
“I know I’m the 9 billionth person to text you today about this, but… I can’t,” the friend wrote to her.
Aquilino’s response? “HAHHAHAHAAH.”
The comedian, then 27, captioned the post, “My day in a text message.”