A Complete Timeline Of Ariana Grande And Pete Davidson’s Whirlwind Relationship

Happy birthday, Pete Davidson! The comedian is turning 27 years old on November 16, 2020, and boy, has he accomplished

Nov 16, 2020
Ariana Grande and Pete Davidson

Happy birthday, Pete Davidson! The comedian is turning 27 years old on November 16, 2020, and boy, has he accomplished a lot over the years. Not only has he wrote and performed in numerous Saturday Night Live sketches, but he has also pretty well known for his stand up comedy. Oh, and did we mention that he also co-wrote and starred in the semi-autobiographical comedy-drama film The King of Staten Island.

But over the years, the SNL writer has also made headlines for his relationships — especially his whirlwind romance with Ariana Grande. For those who missed it, back in 2018, the pair shocked the world when they announced that they were engaged after only a few weeks of dating. But just five months later, everyone was left devastated when they announced that they were over. 

So what exactly went down between them, you ask? How did they even meet? Why did they split? Where do they stand now? And are they still friends? Not to worry, you guys, because in honor of Davidson’s birthday, we decided to recap their entire love story from start to finish for you. Here’s what went down…

It All Started In March 2016

When Grande hosted SNL in March 2016, she met Davidson for the first time. They both were in relationships with other people at the time, but the singer later admitted that she developed a crush on him.

“We never exchanged numbers or anything, we weren’t even friends for the longest time, but I had the biggest crush in the whole world on him the whole time — like forever. Like, my friends used to make fun of me for it,” she explained on The Tonight Show. “I’m not a crush-y person, I don’t have, like, crushes on people I don’t know. But I left [Davidson’s writing room at SNL] and I jokingly said to my tour manager, I was like, ‘I’m marrying him. A hundred percent.’”

The Two Stars Reconnected In May 2018

When the “Thank U, Next” songstress was in New York doing album promo in May 2018, she reconnected with Davidson. She explained during an interview with Beats 1 that her manager, Scooter Braun, was going to SNL and she asked him to say hi to Davidson for her.

“I said, ‘Tell him I said hi,’ and he texted me, ‘Yo, it’s Pete,’ and we were inseparable,” Grande said.

“Scooter told me she was somewhat interested in me,” Davidson also recalled to Howard Stern. “I thought that he was just full of s**t.”

Then, after she attended the 2018 Met Gala, they hung out, and get this — they had their first kiss that night!

“I’m so stupid and unaware of how chemistry and all that stuff works. I literally was like, ‘Hi, can I kiss you please?’” Davidson revealed. “We played [a] 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.’”

Days later, news hit the web that Grande and her longtime boyfriend Mac Miller had split. Davidson also confirmed that he and his girlfriend of two years, Cassie David, were “not together anymore” during an interview on Complex‘s “Open Late with Peter Rosenberg.”

After That, Ariana Grande And Pete Davidson Were Inseparable

In the weeks that followed, Grande and Davidson quickly became inseparable. They were caught hanging out at an SNL after party on May 12, 2018, and a few days later, they were even spotted with matching cloud tattoos! And by the end of that month, Davidson had already started shopping for rings. 

“Pete called me at the end of May and said ‘Look, I’m getting a ring. This is what I want,’” jeweler Greg Yuna later told E! News. “And I told him that I had the right ring for him. He didn’t tell me who it was for but told me to keep it a secret. He didn’t tell me anything about it.”

Davidson also explained to GQ, “The day I met her, I was like, ‘Hey, I’ll marry you tomorrow.’ She was calling my bluff. I sent her a picture [of engagement rings]. I was like, ‘Do you like any of these?’ She was like, ‘Those are my favorite ones,’ and I was like, ‘Sick.’”

Then, He Popped The Question

In June 2018, the two stars became total couple goals. They started sharing tons of pics together online, gushing over each other in interviews and packing on the PDA all over the world. And in June 2018, Davidson officially popped the question. The former Nickelodeon star was first spotted wearing the ring — which, according to TMZ, cost Davidson nearly $93,000 — at Wango Tango on June 3, 2018. 

On June 16, 2018, Grande and Davidson took another major step in their relationship — they moved in together! The writer joked to GQ at the time, “She’s really sweet. She’s like, ‘This is our house,’ and I’m like, ‘You’re very nice for saying that. Thank you for letting me stay here.’ She’s like, ‘We’re getting married!’ And I’m like, ‘I know, thank you for letting me stay here.’ It’s like, we have six bean bags, but we have no forks — you know what I mean? We’re learning how to be adults. We’re having a really fun time.”

When Ariana Grande Released Her Album ‘Sweetener’ In August 2018, It Had A Lot Of Songs About Pete Davidson

Many of the songs on Grande’s album Sweetener — which came out in August 2018 — were about her relationship with Davidson. Get this, you guys — she actually named one of them “Pete Davidson,” so it definitely wasn’t a secret that he inspired the LP! When asked about her decision to name a song after him, she explained on Twitter, “I like the way it looks. I love his name and I love him. Music lasts forever. It’ll outlive any tattoo, any memory, any anything, even myself so I want my love for him and how I feel to be a part of that.”

Later that month, they also got a bunch more matching tattoos and made their red carpet debut at the 2018 MTV Video Music Awards.

Mac Miller Tragically Passed Away In September 2018

In September 2018, Grande’s ex-boyfriend Miller tragically passed away from an accidental overdose, and according to Davidson, that was the turning point in their relationship.

“I pretty much knew it was over after that,” he said in a 2020 interview.

One month later — on October 14, 2018, TMZ reported that the two stars had decided to call it quits.

Things Weren’t Pretty After Their Breakup

In the weeks that followed, they both started to cover up some of their matching tattoos. And when Davidson made a joke about the short-lived engagement in a November 2018 episode of SNL, Grande wasn’t happy about it.

“For somebody who claims to hate relevancy, you sure love clinging to it huh,” she wrote on Twitter at the time. “Thank u, next.”

Wow – the shade! A few days later, the singer dropped her single “Thank U, Next,” and she even called Davidson out by name in it. But she made sure to let everyone know in the song that she was grateful for their romance.

“Even almost got married / And for Pete, I’m so thankful,” she sang. “I’ve got so much love / Got so much patience / I’ve learned from the pain / I turned out amazing / I’ve loved and I’ve lost / But that’s not what I see / ‘Cause look what I’ve found / Ain’t no need for searching / And for that, I’ll say / Thank u, next.”

The day the song came out, Davidson addressed it during SNL.

“I know some of you are curious about the breakup, but the truth is it’s nobody’s business,” he said. “Sometimes things just don’t work out, and that’s OK. She’s a wonderful, strong person, and I genuinely wish her all the happiness in the world. It’s still a great song though.”

In the music for it, Grande wrote “I love you always” and “[Sorry] I dipped,” next to a photo of her and Davidson.

Ariana Grande Didn’t Want Anyone To Hate On Pete Davidson

After the comedian got real about all the online bullying he had received since their breakup, Grande spoke out and told fans not to hate on him.

“I really don’t endorse anything but forgiveness and positivity. I care deeply about Pete and his health. I’m asking you to please be gentler with others, even on the internet,” she wrote on her Instagram Stories. 

In December 2018, after her ex posted a worrisome message online, it was reported that Grande rushed to SNL to be by his side.

“I really don’t want to be on this Earth anymore. I’m doing my best to stay here for you but I actually don’t know how much longer I can last,” he wrote. “All I’ve ever tried to do was help people. Just remember I told you so.”

Ariana Grande Later Called Their Love An “Amazing Distraction”

“It was frivolous and fun and insane and highly unrealistic, and I loved him, and I didn’t know him,” she told Vogue in July 2019. “I’m like an infant when it comes to real life and this old soul, been-around-the-block-a-million-times artist.”

They have both since moved on — the Victorious alum is now dating a normal guy named Dalton Gomez, while Davidson was briefly linked to Kaia Gerber.

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