Pete Davidson Dating History: A Timeline of His Famous Romances

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Written By Drew Gomez

 

 

 

 

 

Pete Davidson, the Saturday Night Live star and comedian, has been linked to many celebrities over the years. From his whirlwind engagement to Ariana Grande to his recent relationship with Emily Ratajkowski, Davidson has had a colorful and diverse love life. Here is a look back at some of his most notable girlfriends and exes.

Carly Aquilino (2015)

Davidson’s first public relationship was with Carly Aquilino, a fellow comedian and star of MTV’s Girl Code. The two dated briefly in 2015, but remained friends after their breakup. Aquilino even joked about Davidson’s engagement to Grande in 2018, posting a screenshot of a text message that read, “I know I’m the 9 billionth person to text you today about this, but… I can’t” .

Cazzie David (2016-2018)

Davidson’s longest and most serious relationship was with Cazzie David, the daughter of Seinfeld co-creator and Curb Your Enthusiasm star Larry David. The couple started dating in May 2016 and were together for two years.

They often posted cute photos and videos of each other on social media, and even got matching tattoos. However, in May 2018, Davidson confirmed that they had broken up, saying, “We’re not together anymore. Very talented girl, she’ll be great and she’ll be fine. Yeah, I think she’ll be OK” .

David later opened up about their breakup in her 2020 collection of essays, No One Asked for This, where she revealed that Davidson dumped her via text message the day before he started dating Grande. She also wrote about her struggles with anxiety and depression, and how she eventually reconciled with Davidson and became friends again .

Ariana Grande (2018)

Davidson’s most famous and controversial relationship was with pop star Ariana Grande. The two met in 2016 when Grande hosted SNL, but did not start dating until May 2018, shortly after they both ended their previous relationships. They quickly became inseparable, and got engaged in June 2018 after only a few weeks of dating.

They moved in together in a luxury apartment in New York, and got several matching and tribute tattoos. They also gushed about each other in interviews and on social media, and even collaborated on Grande’s song “Pete Davidson” from her album Sweetener.

However, their fairy-tale romance came to an abrupt end in October 2018, when they called off their engagement and broke up. The reasons for their split were never officially confirmed, but some sources cited their hectic schedules, their different lifestyles, and the death of Grande’s ex-boyfriend Mac Miller as possible factors.

Davidson and Grande both deleted their photos and tattoos of each other, and addressed their breakup in subtle and not-so-subtle ways. Davidson joked about it on SNL and in his stand-up comedy, while Grande released her hit song “Thank U, Next”, which name-dropped Davidson and her other exes .

Kate Beckinsale (2019)

Davidson’s next high-profile romance was with actress Kate Beckinsale, who was 20 years older than him. The two sparked dating rumors in January 2019, when they were seen flirting at a Golden Globes afterparty. They then confirmed their relationship in February 2019, when they were photographed kissing at a hockey game.

They also attended several events together, such as the premiere of Davidson’s film The Dirt and a Saturday Night Live afterparty. However, their relationship did not last long, and they broke up in April 2019. According to sources, they were on good terms, but realized they were not compatible .

Margaret Qualley (2019)

Davidson’s next fling was with actress Margaret Qualley, the daughter of Andie MacDowell and star of Once Upon a Time in Hollywood. The two met in August 2019, when they were both in Italy for the Venice Film Festival.

They were seen holding hands and kissing in public, and also attended the Emmy Awards together. However, their romance fizzled out after a couple of months, and they split in October 2019. Sources said they remained friends, and that there was no drama between them .

Kaia Gerber (2019-2020)

Davidson’s next girlfriend was model Kaia Gerber, the daughter of Cindy Crawford and Rande Gerber. The two started dating in October 2019, when they were spotted having lunch together in New York. They then went on several dates in Los Angeles and Miami, and were seen cuddling and kissing.

They also spent Thanksgiving together, and Davidson even met Gerber’s parents. However, their relationship hit a rough patch in December 2019, when Davidson announced on SNL that he was going to rehab for his mental health issues. Gerber reportedly supported him, but also felt overwhelmed by the situation. They broke up in January 2020, after only three months of dating. Sources said they were better off as friends, and that Davidson needed to focus on himself .

Phoebe Dynevor (2021)

Davidson’s next love interest was actress Phoebe Dynevor, the star of Netflix’s hit series Bridgerton. The two met in March 2021, when Davidson was in London for work and Dynevor was filming the second season of Bridgerton. They were seen hanging out together in England and in New York, and also wore matching necklaces with their initials. They confirmed their relationship in April 2021, when they were photographed kissing and hugging in a field.

They also made their red carpet debut as a couple at the Billboard Music Awards in May 2021. However, their relationship did not survive the long distance, and they broke up in August 2021. Sources said they were still on good terms, but that their busy schedules and the pandemic made it hard for them to see each other .

Kim Kardashian (2021-2022)

Davidson’s next surprising romance was with reality star and entrepreneur Kim Kardashian. The two met in October 2021, when Kardashian hosted SNL and Davidson played her love interest in a sketch.

They then sparked dating rumors in November 2021, when they were seen holding hands on a roller coaster at Knott’s Berry Farm in California. They then went on several dates in New York and Los Angeles, and were seen kissing and laughing together. They also celebrated Davidson’s birthday and New Year’s Eve together, and met each other’s families and friends.

They confirmed their relationship in January 2022, when they attended a friend’s wedding in Palm Springs and danced together. They also made their red carpet debut as a couple at the Met Gala in February 2022. However, their relationship came to an end in July 2022, after nine months of dating. Sources said they had a mutual and amicable breakup, and that they remained friends .

Emily Ratajkowski (2022)

Davidson’s next brief fling was with model and actress Emily Ratajkowski. The two met in August 2022, when they co-starred in the comedy film Bodies Bodies Bodies.

They were seen getting cozy on the set, and also attended the film’s premiere together. They then dated for two months, and were seen having fun and being affectionate in public. However, they split in October 2022, after Ratajkowski decided to reconcile with her ex-husband Sebastian Bear-McClard. Sources said Davidson and Ratajkowski had a casual and no-strings-attached relationship, and that they parted ways on good terms .

Chase Sui Wonders (2022-2023)

Davidson’s next girlfriend was actress Chase Sui Wonders, who was his co-star in the horror film The Final Girls. The two started dating in January 2023, when they were seen kissing at a restaurant in Brooklyn. They then went on several trips together, including Hawaii and Paris.

They also supported each other’s careers, and attended the SNL afterparties and the Oscars together. They dated for nearly a year, and were seen as a happy and stable couple. However, they broke up in August 2023, after Davidson fell in love with Madelyn Cline. Sources said Davidson and Wonders had a peaceful and respectful breakup, and that they wished each other the best .

Madelyn Cline (2023-present)

Davidson’s current girlfriend is actress Madelyn Cline, the star of Netflix’s hit series Outer Banks. The two met in September 2023, when Davidson performed a stand-up show in Las Vegas and Cline attended as a fan. They then hit it off, and started dating.

They were seen in New York and Los Angeles, and also visited Cline’s hometown in South Carolina. They also supported each other’s work, and Cline appeared on SNL as a guest. They confirmed their relationship in October 2023, when they posted a selfie together on Instagram. They are still going strong, and are seen as a cute and compatible couple .

Conclusion

Pete Davidson has had a rich and varied dating history, with many famous and beautiful women. He has experienced love, heartbreak, and everything in between. He has also learned from his past relationships, and has grown as a person and as a comedian. He is currently happy and in love with Madelyn Cline, and seems to have found his match.

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