Pete Davidson Through the Years: Relationships, Career Highlights and More

Pete Davidson has had his fair share of highs and lows through the years — from professional successes to broken engagements.

In the early 2010s, Davidson made quite a name for himself in the entertainment industry after starring on Guy Code in 2013 and joining Saturday Night Live as one of the longtime series’ youngest cast members at age 20 in 2014. He left in 2022 after eight seasons.

Outside of his career, Davidson is also known for his star-studded love life, from his two-year relationship with Cazzie David to his whirlwind engagement to — and split from — Ariana Grande. Us Weekly confirmed in March 2025 that Davidson moved on with Elsie Hewitt after brief connections with Phoebe Dynevor, Kim Kardashian, Chase Sui Wonders and Madelyn Cline. Four months later, Hewitt revealed that she is pregnant with the pair’s first baby.

Scroll down to look back at Davidson’s career highlights and personal life:

Davidson was 7 years old when his father, a firefighter, died in the terrorist attack at the World Trade Center in NYC on September 11, 2001. 

Davidson sent Us into a frenzy in 2013 when he starred on Guy Code and shared his insight on all things love, sex and popular culture.

In 2014, the New York native joined the cast of Saturday Night Live and has been candid with fans about his love life, mental health battle.

Davidson earned his first big-screen role in 2015’s Trainwreck and went on to star in 2018’s Set it Up. 

In 2015, Davidson casually dated Girl Code star Carly Aquilino, according to Complex.

Davidson went on to date Cazzie David on and off from May 2016 to early 2018. He gushed about the Eighty-Sixed creator in September 2017, telling Entertainment Tonight that he’s “very lucky” to be with someone who is “very supportive.”

Davidson has been open about his mental health battle after being diagnosed with borderline personality disorder in October 2017. “First of all, if you think you’re depressed, see a doctor and talk with him about medication and also, be happy,” he said on Saturday Night Live after receiving his diagnosis. “Eating right and exercise can make a huge difference.”

The actor got engaged to Ariana Grande in June 2018 weeks after they started dating. The duo split in October but during their speedy love affair, they shared an apartment, a pet pig and Grande even named a song after Davidson.

The Brooklyn Nine-Nine alum has more than 40 tattoos and each one has a special meaning, from honoring his late father to celebrating his short-lived romance with Grande — though the majority of those have since been removed or covered up.

The Dirt star was first linked with Kate Beckinsale when they were spotted getting cozy at a Golden Globes afterparty in January 2018."She was following him around a bit and waiting for him,” an eyewitness told Us exclusively at the time. “People approached her and she didn’t want to talk to anyone else." The pair split in April 2019.

Davidson headed into 2019 as a single man. While he was spotted out with women and on a dating app, he put his career first and performed several comedy shows in the new year.

The actor and John Mulaney have maintained a close friendship over the years, going on a stand-up tour together at the beginning of 2019.

Davidson and Machine Gun Kelly proved they're the closest pals when they passed Vanity Fair's lie detector test with flying colors in March 2019.

Davidson began dating actress Margaret Qualley in August 2019. “They’ve been seeing each other for a couple of months and Margaret is really excited about him,” an insider told Us at the time. The pair split in October 2019, but a source told Us they "remain friends.”

The comedian returned to Saturday Night Live on October 12, 2019, after not appearing on the show for two episodes. Davidson was absent because he was filming The Suicide Squad in Atlanta.

Us confirmed that the Saturday Night Live star and Kaia Gerber were officially an item in November 2019. They were first seen on a date together in October in the SoHo neighborhood of New York City. “They were having lunch and laughing together as they ate,” an insider revealed at the time. “Pete appeared happy to be with Kaia, and she seemed like she was into Pete, though there was no PDA.” They split in January 2020.

Davidson’s semi-autobiographical movie, The King of Staten Island, was released in May 2020.

The end of an era! Davidson revealed in April 2021 that he’d moved out of his mom’s basement. “I’m fully out. I got a pad,” he said during a Zoom call that was uploaded to TikTok.

After plenty of rumors regarding his love life swirled, Us confirmed that the Suicide Squad star was dating Phoebe Dynevor in April 2021. The pair first sparked romance gossip after being spotted hanging out in the U.K. one month earlier. In August 2021, however, the duo called it quits.

The Trainwreck actor hinted at being ready to move on from SNL after the show’s 46th season.

“I don’t know what the plan is. Everything’s kind of up in the air right now just depending on scheduling,” he told Gold Derby in June 2021.

Though Davidson previously hinted that he might not return for his eighth season of SNL, fans were delighted to see his name in the credits during the season 47 premiere in October 2021. During his appearance on “Weekend Update,” the Meet Cute star paid tribute to the late Norm Macdonald, who died two weeks before the episode aired.

In October 2021, Davidson's dating life again became the subject of intense interest after he was photographed hanging out with Kardashian amid her split from Kanye West. Days later, the pair had dinner together two nights in a row. Within weeks, the twosome confirmed their relationship with some light PDA. “The past few years of Kim’s life have been super intense a lot of the time, so this is a real positive transition for her,” an insider told Us of the Skims founder's romance with the actor in November 2021. “She’s learning to move past day-to-day stresses and focus on the fun and sexy things.”

Us later confirmed in August 2022 that they had gone their separate ways.

Davidson confirmed his variety show exit in May 2022 amid the season 47 finale.

“I never imagined this would be my life. Look at me when I started here: Back then I was just, like, a skinny kid and no one knew what race I was. Now, everyone knows I’m white because I became hugely successful while barely showing up to work,” he quipped during the “Weekend Update” segment at the time. “I appreciate Saturday Night Live always having my back. Thank you, Lorne [Michaels], for never giving up on me or judging me, even when everyone else was and for believing in me and allowing me to have a place that I could call home with memories that will last a lifetime.”

In November 2022, Us Weekly confirmed Davidson was dating Emily Ratajkowski following his split from Kardashian and the My Body author's breakup from husband Sebastian Bear-McClard). “Pete and Emily have been talking for a couple months now,” an insider exclusively told Us at the time, sharing that the two were “in the very early stages, but both really like each other.” The pair debuted their romance in public for the first time several weeks later, laughing with each other while sitting courtside at a New York Knicks game.

Davidson reportedly entered rehab after struggling with post-traumatic stress disorder and borderline personality disorder. His alleged admission to the facility came weeks after he left an explicit voicemail for PETA exec Daphna Nachminovitch, who'd publicly criticized his decision to purchase a cavapoo puppy for his mother. "I was trying to cheer up my family," Davidson explained. "I was already upset that the store had filmed me without my permission or acknowledgment. Then this organization (PETA) made a public example of us, making our grieving situation worse. I am upset. It was a poor choice of words. I shouldn’t have said what I said, but I am not sorry for standing up for myself and my family.”

Davidson and Hewitt made their red carpet debut in May at the Blossom Ball supporting the Endometriosis Foundation of America. Two months later, Hewitt revealed that she is pregnant.

“He is excited about this next chapter,” a source told Us of Davidson.