Pete Davidson’s Dating History Includes Ariana Grande, Kate Beckinsale, Kim Kardashian and More

Carly Aquilino

Pete dated the Girl Code alum briefly in 2015. Additionally, Carly seemingly threw shade at her ex after Pete and Ariana’s engagement announcement. “I know I’m the 9 billionth person to text you today about this, but … I can’t,” read a screengrab the MTV personality posted to Instagram in June 2018. 

Cazzie David

Pete and Cazzie, whose father is comedian Larry David, dated from May 2016 to May 2018. At the time of their split, there was a lot of speculation that Pete cheated on Cazzie with Ariana.

Ariana Grande

Pete and Ariana went Instagram official in May 2018 — as we all know, things moved very quickly after that. She had just broken up with rapper Mac Miller and the comedian was splitting from Cazzie David.

By June of that year, Pete and Ariana were not only engaged, but were staples on the red carpet. “I feel like I won a contest,” the comedian gushed to Jimmy Fallon during an episode of The Tonight Show. “It’s f–king lit, Jimmy. It’s so lit.”

Three months later, however, Ariana’s ex-boyfriend Mac died of an accidental drug overdose on September 7, 2018. The Grammy Award winner’s grief put a definite strain on her engagement to Pete, and by October, they officially called it quits.

“I totally got it. ‘Cause we were only together for a few months — she’d even tell you this. I was like, ‘Listen, I get it, do whatever you gotta do, I’ll be here.’ I think I said, ‘I’ll be here until you don’t want me to be here,'” Pete recalled to Charlamagne tha God during a February 2020 interview.

“I pretty much knew it was over after that,” he continued. “That was really horrible. I can’t imagine what that s–t is like. That s–t is just terrible. All I do know is that she really loved the s–t out of him and she wasn’t putting on a show or anything. That was f–ked up.”

Since Ariana and Pete’s split, the “Thank U, Next” singer has opened up about their relationship many times, including in a July 2019 cover story with Vogue. “I met Pete, and it was an amazing distraction, Ariana told the publication. “It was frivolous and fun and insane and highly unrealistic, and I loved him, and I didn’t know him.”

Kate Beckinsale

By January 2019, Pete’s love life made headlines once again after he began dating the Serendipity actress. “Pete’s been an exciting breath of fresh air, and she’s falling for him, big time,” a source told Life & Style at the time. Sadly, their relationship only lasted four months.

According to In Touch, Pete and Kate’s relationship “moved too quickly,” which is why they split. “They rushed into the relationship and fell head over heels without thinking about the logistics,” an insider told the outlet in April 2019.

Margaret Qualley

Pete and Margaret, who had a small role in Once Upon a Time … in Hollywood, dated from August to October 2019. “They remain friends,” a source told Us Weekly following their split. 

Kaia Gerber

Pete and Kaia Gerber sparked romance rumors in October 2019 — just weeks after he and Margaret called it quits. While the pair attempted to stay low-key for a few months, Pete eventually confirmed their romance in a December episode of Saturday Night Live.

“It’s not fair, Colin. You get to date a famous woman and everyone’s delighted. But when I do it, the world wants to punch me in the throat,” he joked during his Weekend Update segment with cohost Colin Jost. “What’d I do? If I’m your type of guy that your daughter — or mother — is into, then trust me, I’m the best-case scenario. There are a million guys who look like me, and I’m the only one with a job. It’s like, me or Tyga.”

By January 2020, Pete and Kaia were over. “He is focusing on getting his life back on track,” a source told In Touch, adding Kaia’s parents, Cindy Crawford and Rande Gerber, were “relieved the relationship is over.”

Michelle Mootreddy

Fans thought Pete tied the knot after hearing about a press release on March 16 claiming he got hitched to a woman named Michelle Mootreddy. “Pete and Michelle were childhood friends prior to starting Bodega Cats Presents and are married,” the alleged hacker prank read.

“The press release being circulated this morning about Pete Davidson is completely false. Not a word of it is true,” his attorney told E! News. “Mr. Davidson has no idea who this person is. We are investigating and considering all legal and equitable remedies.”

Olivia O’Brien

The songstress confirmed her past romance with Pete during a June 2022 appearance on the “BFFs” podcast. Ahead of the comedian’s romance with Bridgerton star Phoebe Dynevor, he had a brief fling with Olivia. It happened in October 2020 but Olivia didn’t think “anyone knew about that,” the “Josslyn” singer admitted, before revealing how the Saturday Night Live alum called it quits. “He texted me and was like, ‘I’m seeing someone else. So, like, I can’t.'”

However, a rep for Pete said “there is no truth” to Olivia’s claims in a statement to E! News, adding that the pair “were friends and hung [out] a few times.”

Phoebe Dynevor

Pete and the Bridgerton actress quietly started their romance in early 2021. By April of that year, the SNL funnyman teased that he was “with his celebrity crush,” and shortly after, they were photographed together walking arm-in-arm in the U.K.

“He makes her laugh,” an insider told Us Weekly at the time. “Pete is a good guy and definitely a charmer. He’s easy-going and fun to be around.”

However, by August 2021, multiple outlets reported that the two had broken up, citing long distance as the biggest reason for their split.

Kim Kardashian

Pete and Kim Kardashian sparked dating rumors after the two were spotted holding hands in October 2021 on a theme park ride at Knott’s Berry Farm, and out to dinner in Staten Island the following month. On November 3, they enjoyed dinner together again, this time at Zero Bond in Manhattan, with a group of friends.

Their romance rumors started several weeks after they shared a kiss during an Aladdin parody Saturday Night Live skit when Kim was the guest host. However, at the time, an insider told Life & Style that the two were “definitely in the friend zone.”

Just one week after Kim and Pete’s first public outing together, a second insider revealed to Life & Style that they are indeed dating. “Sparks flew on the set of Saturday Night Live,” the source claimed. “Kim never expected this. Pete makes her laugh. She has fun with him.”

Pete and Kim’s romance was made Instagram official by his pal Flavor Flav, who posted a group photo with Pete, Kim and her mom, Kris Jenner, on his November 16 birthday. The following day, the twosome were photographed holding hands together in Palm Springs.

The unlikely couple became full-on boyfriend and girlfriend, as they took romantic vacations and even attended the 2022 Met Gala together.

On August 5, 2022, Kim and Pete officially broke up after nine months together. ‘They split amicably,” a source told Life & Style.

Emily Ratajkowski

Pete and EmRata were seen sharing an intimate dinner together in November 2022, an inside source told Life & Style exclusively. “They met up through mutual friends since they travel in the same circles in New York,” the insider further shared, giving new hope to Pete’s love life once again. 

Chase Sui Wonders

Pete and Chase sparked dating rumors after they were spotted at a New York Rangers hockey game with their Bodies, Bodies, Bodies costars in December 2022.

One month later, a source told Life & Style that “Pete says he’s found the perfect girl.”

The insider revealed, “He’s the one who’s super serious this time, which is something new for him. They’re moving extremely fast, which may seem normal for Pete, but this is different. There’s something special about her. He’s never felt this way before.”

Chase finally addressed their romance in an interview with Nylon published on May 9, 2023. “[Pete and I] became fast friends on Bodies, and it was just clear that we could work together super well. He’s such a pro, and acting with him is my favorite thing. As soon as I got onto Bupkis, it felt like we were flowing again.”

“We talk about everything, and we are very open with each other about everything and it feels like what’s happening in our relationship is very sacred,” she added.

The pair split in August 2023 after less than a year of dating.

Madelyn Cline

Less than a month after his breakup with Chase Sui Wonders, Pete began dating Outer Banks star Madelyn Cline. The duo was spotted in Las Vegas on September 23 when the comedian was performing his Pete Davidson Live standup show, and multiple outlets confirmed the day prior that the two were dating.

“Madelyn and Pete have been dating for several weeks but have grown close fairly quickly,” a source told Us Weekly about the couple, who “wanted to keep things under wraps” for as long as they could. “They assumed there would be a whole frenzy surrounding their relationship,” the insider added.