Pete Davidson’s Complete Dating History: Carly Aquilino To Olivia’O Brian!

Pete Davidson's Complete Dating History: Carly Aquilino To Olivia'O Brian!

Already done that! Pete Davidson’s dating history has been rough, with on-again, off-again relationships and quick engagements. The Saturday Night Live star has had his share of ups and downs as the world watched him date Ariana Grande for months and flirt with Kate Beckinsale at a 2019 Golden Globes party.

After many ups and downs, Davidson is ready to find love again. In December 2018, a source told Us Weekly that the stand-up comedian was “in a good place and he’s happy,” adding, “He’s not in a rush [to find love].” He is thinking about himself and his future.”

But a few months later, Davidson started dating the actress Margaret Qualley. They broke up in October 2019, and he started dating model Kaia Gerber, but they broke up in January 2020.

Let’s have a glance on his dating history:

Carly Aquilino,2015

Carly Aquilino is an American actress and stand-up comedian who Pete dated for a short time in 2015. The two seemed to part on good terms, and they went on to star in the 2020 movie The King of Staten Island together. Carly thanked Pete for the role on Instagram.

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But Carly seemed to make fun of Pete’s engagement to Ariana Grande in 2018. According to Us Weekly, she posted a screenshot of a text message she got on the day the news came out that said, “I know I’m the 9 billionth person to text you about this today, but… I can’t.” The caption read, “My day in a text message.”

Cazzie David,2016 – May 18

Pete dated writer and actress Cazzie David for two years after he broke up with Carly. During that time, the two of them made a number of public appearances together.

Pete Davidson's Complete Dating History: Carly Aquilino To Olivia'O Brian!

Pete confirmed that they had broken up during an honest interview on Complex’s Open Late with Peter Rosenberg in May of 2018. “We’re no longer together,” he said, adding, “She’s a very talented girl, and she’ll do great and be fine. I think she’ll be fine, too.”

Ariana Grande, May 2018 – Oct 2018

Us was the first to report that the Set It Up actor and the “God Is a Woman” singer were engaged, just a few weeks after they started dating. But in October of that year, they broke up after a short time together.

Kate Beckinsale, March 2019 – April 2019

At the Golden Globes in January 2019, Davidson and the Pearl Harbor actress were seen flirting at an afterparty. This led to rumors that they were dating. A source told Us that she was following him around and waiting for him. “People tried to talk to her, but she didn’t want to.” Late in April 2019, they broke up.

Around August 2019, people think Pete started dating Maid actress Margaret Qualley.

Margaret Qualley, August 2019 – October 2019

They were seen holding hands, and Margaret’s mother, Andie MacDowell, talked to PEOPLE in September about the relationship.

Pete Davidson's Complete Dating History: Carly Aquilino To Olivia'O Brian!

But in October, news came out that the two had broken up.

Kaia Gerber, November 2019 – January 2020

In November 2019, the model Kaia Gerber and Pete were seen holding hands in upstate New York, which seemed to confirm that they were dating.

The two went out for a few months before breaking up in January 2020. Pete talked about the breakup in a YouTube interview with ‘Charlamagne Tha God’ the following month.

Phoebe Dynevor, March – August 2021

Pete and Bridgerton star Phoebe Dynevor were seen holding hands in Staffordshire in March 2021, which started rumours that they were dating.

But they didn’t go out in public for the first time until July, when they were photographed kissing, cuddling, and looking super cute in the crowd at a Wimbledon match.

Kim Kardashian, October 2021

The former “Keeping Up with the Kardashians” star was first linked to the comedian after they did a few sketches together while she was hosting “Saturday Night Live” in October 2021.

After seeing them together several times, a source told Us that Kardashian is “falling for” the comedian because he “makes her laugh” and “makes her feel good.”

Pete Davidson's Complete Dating History: Carly Aquilino To Olivia'O Brian!

Even though the makeup mogul and Davidson didn’t say much about their relationship, they were seen holding hands in public a month after rumours started that they were dating.

Olivia O’Brien, June 2022

In June 2022, the singer said that she dated Davidson for a short time before he started dating Dynevor. “He texted me and was like, ‘I’m seeing someone else. She talked about their breakup on the podcast “BFFs with Dave Portnoy, Josh Richards, and Brianna Chickenfry.”

O’Brien said at the time that the two have stayed friends. “He’s really funny and very attractive. He’s also very nice. She went on and on about how nice her ex-boyfriend was.

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But a representative for the comedian told Us, “This is not true. They were friends and hung out once.”

In July 2022, the singer explained on her Instagram Story that her answer to a “very specific question” was taken “out of context.” She wrote, “I never said I had a boyfriend or girlfriend. Stop trying to make strange trouble because I texted someone two years ago.”

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