Pete Davidson might be one of New York City's biggest serial daters.
The "Saturday Night Live" star, 25, made headlines in 2018 for his brief, but highly public engagement to pop singing sensation, Ariana Grande, 25, within just a few weeks of dating.
But the couple split after a short five months, leading Grande to create her smashing breakup album, "thank u, next," and Davidson to move on rather quickly with another celebrity, 45-year-old English actress Kate Beckinsale.
Read on for a look at some of the Davidson's most memorable relationship moments.
Davidson and Beckinsale confirm their relationship after they're snapped kissing and cuddling at a New York Rangers game in NYC.
The new couple is spotted leaving his stand-up show in Los Angeles together and they're holding hands.
8 Jan. 2019
Dating rumors begin after Davidson and 45-year-old Beckinsale leave a Golden Globes party together after supposedly flirting and talking all night long.
Grande releases her new breakup song, "thank u, next." in which she refers to all of her high publicized past relationships.
During a stand-up routine in Los Angeles, Davidson pokes fun at his brief engagement with Grande.
After filming a special performance for NBC's "A Very Wicked Halloween," Grande told her fans she needed some time away from social media. "Ok today was v special and I'm so grateful I was able to be there," she wrote. "Time to say bye bye to the internet for just a lil bit. It's hard not to bump news n stuff that I'm not tryna to see rn. It's very sad and we're all tryin very hard to keep goin. Love u. And thank u for bein here always."
After five months together, the couple called off their engagement and is officially broken up.
The young couple gets a baby pig as a pet.
Davidson and Grande step out in New York City for their red carpet debut at MTV Video Music Awards at Radio City Music Hall. She has included a song called "Pete" on her new album "Sweetener."
Davidson talks to Jimmy Fallon on his late-night show about the engagement. "It's f--king lit," he said, "I feel like I won a contest."
The couple is reportedly engaged and Davidson confirms the news with a photo of her massive ring on Instagram.
Memorial Day Weekend 2018
The new couple posts a photo of themselves roasting marshmallows on Instagram stories, but all we see are their hands. Then, a few days later they make their official debut on social media in full Harry Potter costumes -- cloaks and all.
Davidson and Grande hang out at the "Saturday Night Live" after-party and news breaks later in the month that the two are definitely an item. They first met back in 2016 when the pop singer hosted "SNL," but at that time she was dating rapper Mac Miller and he was with Cazzie David.
Davidson and David begin to date. She's the daughter of famed comedian/actor Larry David.
In September 2017, he told Entertainment Tonight, “I’m very lucky. She’s very, very supportive."
They were together for two years, ending their relationship in May 2018. She also commented on Davidson's sudden engagement to Grande, posting a photo on social media saying, “Been in Africa... What’d I miss??”
Davidson started dating comedian Carly Aquilino and they lasted for less than a year. She was part of the MTV series, "Girl Code," and is also a stand-up comic.
Aquilino seemingly poked fun at Davidson's rushed proposal when she posted a screenshot of a cryptic text message which she was sent in June 2018. It read, “I know I’m the 9 billionth person to text you today about this, but… I can’t.”