When Bossip originally reported that Pete Davidson and Ariana Grande were casually dating on May 18, fans were completely baffled; both Davidson and Grande had recently ended serious relationships, with writer Cazzie David and late rapper Mac Miller, respectively.
Davidson revealed on Monday, however, that they actually began their romance the night of the Met Gala, which took place on May 7 — before either breakup, with David or Miller, had even been confirmed.
Davidson discussed the foundation of his relationship with Grande during an interview with Howard Stern. He revealed how he went to Grande's apartment to hang out — insisting to Stern that he did not see it as a date — and he had zero expectations.
Davidson said he wore sweatpants and a t-shirt, while Grande was "coming from the Met [Gala]," so she was still dressed in her Sistine Chapel gown.
Grande confirmed her split from Miller on May 10, while Davidson confirmed his split from David on May 16. The now-engaged couple didn't officially confirm their relationship until May 30, though Davidson had likely already commissioned a custom-made engagement ring by that time.
Read more: A complete timeline of Ariana Grande and Pete Davidson's relationship
Davidson told Stern that they hit it off right away because they were both in a "similar situation," referring to their respective breakups — adding that they both happened "pretty much like the same time."
He also admitted that during their first hangout, Grande "had to make all the moves," in Stern's words.
"I had to ask her friend if it was OK if I stayed. I was like, 'Hey, I should leave, right? She hates me, right?' And he was like, 'No, I think you should stay,'" Davidson joked.
He and Grande played a Mad Libs-type game called Quiplash with 10 other people for about two hours before he made his move.
"I'm so stupid and unaware of how chemistry and all that stuff works. I literally was like, 'Hi, can I kiss you please?'" he told Stern. "We played the game, everybody left, and then it was just me and her. And I was like, 'Well, if there was ever a shot, it would be now. Go for it.'"
Grande and Davidson met in March 2016, when the songstress hosted "Saturday Night Live." Grande recently told Jimmy Fallon that, at the time, she developed "the biggest crush in the whole world" on Davidson.
The "SNL" comedian told Stern that their May 7 meet-up was thanks to a mutual connection: Grande's manager, Scooter Braun.
"Scooter told me she was somewhat interested in me," he told Stern. "I thought that he was just full of s---."
Grande echoed this sentiment during an August interview on Beats 1. The "God is A Woman" singer said she "reconnected" with Davidson when she was in New York doing album promo — and Braun was going to visit Davidson backstage at "SNL."
"I said, 'Tell him I said hi,' and he texted me, 'Yo, it's Pete,' and we were inseparable," Grande said.
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