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From Engaged To Over: Ariana Grande And Pete Davidson's Relationship Timeline

The Ariana Grande and Pete Davidson relationship timeline hit a high at the VMAs.
Source: Getty

Oct. 19 2018, Published 7:59 p.m. ET

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There are whirlwind romances, and then there is Ariana Grande and Pete Davidson. With the news that Ariana and Pete broke up, it is time to look back and explore how the comedian and pop singer met, when they got together and when exactly was their moment to announce to the world that their passion for each other was official.

MORE: 7 Signs that pointed to Ariana Grande and Pete Davidson's split.

Since the rumors first swirled that the star of Saturday Night Live and the “No Tears Left to Cry” chanteuse were an item, there has been a collective fascination with their relationship. To say they were an unlikely pair is an understatement. He even had fun with that aspect and used his engagement to the pop superstar for laughs on his sketch comedy hit.

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MORE: Ariana Grande goes on emotional rant on Twitter after Mac Miller dies.

Breaking down Ariana and Pete's relationship timeline produced 22 questions that needed answers. The complete ins and outs of their fast and furious love affair are revealed, and conclusions are drawn as to why it all came to a crashing end. Could it have had something to do with the shocking overdose death of her ex, rapper Mac Miller?

Read on…

When exactly did they meet?

This is where the Ariana Grande and Pete Davidson relationship timeline began—on the set of SNL.
Source: NBC

In what should be shocking to no one, Ariana and Pete actually met on the set of his hit sketch show, Saturday Night Live. Ariana was a guest on a March 2016 episode (who could forget her impeccable impression of Jennifer Lawrence?), but Pete was already dating someone, and Ariana would begin dating someone seriously that would end up haunting her eventual romance with Pete. Who you ask?

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Who was Ariana dating before Pete?

Ariana grande pete davidson relationship timeline mac miller
Source: Getty

The early days of May saw Ariana ending a relationship with Mac Miller (a situation that would linger over her relationship with Pete—through to the end). The musical pair got together in September of 2016 and were last seen together at Coachella in April of 2018. She confirmed the split with an Instagram post, giving Mac a vote of confidence in all his future endeavors. "I can't wait to know and support you forever and I'm so proud of you," she stated.

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Who was Pete dating before Ariana?

Ironically, it would be exactly a year after this photo was taken that Ariana Grande and Pete Davidson would make their red carpet debut.
Source: Getty

The SNL star broke it off with his girlfriend, Cazzie David, in May as well. Cazzie is the daughter of Seinfeld co-creator Larry David (and more recent HBO hit, Curb Your Enthusiasm). They say timing is everything because both break-ups arrived as the duo were about to be on the same page when she visited his show again.

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Why should Ariana and Pete thank Melissa McCarthy?

The Ariana Grande and Pete Davidson relationship timeline starts with a post-SNL party for Melissa McCarthy.
Source: Getty

Who would have thought that Ariana and Pete would have Melissa McCarthy to thank, of all people, for their relationship even happening? It was at the after party for the May 13 SNL episode, hosted by Melissa, that Ariana and Pete first truly connected. Sizzling sparks must have flown, judging by how quickly their relationship went from “just dating” to engaged.

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What signs signaled they were serious?

Ariana grande pete davidson relationship timeline ariana grande live
Source: Getty

At the May 20 Billboard Music Awards, Ariana and Pete were seen exhibiting major PDA, and to anyone who was there, it appeared that pop culture had its new hot couple. After she performed, Pete was right there… arm around her.

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Did they use social media as a flirtation device?

Yes, they did… and frequently. For example, a May 24 Instagram selfie saw Ariana posting a tattoo of a bee with “heart” wings. If one reads between the lines, it was the couple’s way of putting the world on notice—Ariana and Pete were officially “on.”

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When exactly did they get engaged?

Ariana grande pete davidson relationship timeline disneyland engagement
Source: MEGA

An exact date that Pete popped the question and Ariana said, “yes,” is unclear. What is known is that Us Weekly broke the story that the pair was engaged on June 11. They had been dating merely a few weeks. How did they celebrate? Well, the couple went to Disneyland!

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How much was that rock?

Ariana grande pete davidson relationship timeline the ring
Source: Getty

The superstar singer must have been beside herself when Pete popped the question. Especially since Ariana had, just days before, taken to social media to say that, “Pete Davidson is the best person on earth.” Being presented a $93,000 engagement ring didn’t hurt things either!

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When did Pete know Ariana was “The One?”

Ariana grande pete davidson relationship timeline late show with seth meyers
Source: Getty

According to an interview he did in GQ, he knew immediately. “The day I met her, I was like, ‘Hey, I’ll marry you tomorrow.’” Got to give it to a man who knows what he wants.

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Didn’t they get matching ink?

Ariana grande pete davidson relationship timeline leaving apartment
Source: MEGA

Categorize this answer in the "it hurt immensely, but still is so cute" department. Yes, Ariana and Pete got matching tattoos on June 19. “What did they get,” you ask? How about a phrase that has significant meaning to her. “H2GKMO.” It means, “Honest to God, knock me out.”

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How did Pete describe the experience of being engaged to Ariana?

Ariana grande pete davidson relationship timeline shopping in NYC
Source: Getty
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The SNL star went on The Tonight Show with Jimmy Fallon and looked every bit the man who felt unbelievably lucky. Pete told host Jimmy Fallon that being engaged was “f***ing lit” and said he felt like he “won the lottery.”

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What did Pete say on Ariana’s 25th birthday to signify the big day?

The Ariana Grande and Pete Davidson relationship timeline hit a high with their visit to the VMAs.
Source: Getty

As twenty-somethings are known to do, he showed his love and appreciation for his lady love’s birthday by taking to social media on not one, but two occasions. Pete stated, “Happy birthday to the most precious angel on earth! You're my favorite person that ever existed :) i love you sm ☁️⚡️?" and "One more for the queen. Words can't express what a real f***ing treasure this one is ?."

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What was Ariana’s touching tribute to Pete’s dad?

The Ariana Grande and Pete Davidson relationship timeline found Grande getting a tattoo to salute his father, who perished in 9/11.
Source: Getty

Davidson’s father was a New York firefighter. He perished in the Twin Towers on 9/11, during the terrorist attacks when Pete was merely a little boy. Ariana, in an extremely touching move, got the numbers 8418 tattooed on her foot—the badge number of Pete’s dad.

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Why did Pete erase his Instagram photos?

When looking at the Ariana Grande and Pete Davidson relationship timeline, one wonders why Davidson deleted his Instagram account.
Source: INSTARImages

Pundits saw trouble in paradise on July 23, when Pete erased all photos he’d ever posted on Instagram. “Surely, the whirlwind couple is in trouble,” many thought. He responded by stating, “No, there's nothing wrong. No nothing happened. No there's nothing cryptic about anything. I just don't wanna be on Instagram anymore, or on any social media platform. The Internet is an evil place and it doesn't make me feel good. The fact that I even have to say this proves my point. I love you all and I'm sure I'll be back at some point. Your neighborhood goon, Pete."

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What (of Pete’s many) tattoos tribute Grande?

Notice Pete Davidson with his bunny ears tattoo, from Grande’s Dangerous Woman album.
Source: MEGA

The heavily tattooed Pete started it with a June 3 Instagram post where he showed off the singer’s legendary “Dangerous Woman” bunny ears, as well as Ariana’s initials. Hey, getting ink is serious business, and even though these two had only been dating a few weeks, nothing says forever like a tat.

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What was Ariana’s sonic salute to Pete?

Now and forever, Ariana Grande will have a song called Pete Davidson on her album playlist.
Source: Getty

When Ariana’s highly anticipated album “Sweetener” dropped, the world heard the interlude “Pete Davidson.” At long last, there was a musical representation of how Ariana felt about her guy. A sample of what the singer belts out in the track: “I thought you into my life, whoa. No better place or a time, look how they align, universe must have my back, fell from the sky into my lap, and I know you know you’re my soulmate and all that.”

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When did they make their red carpet debut?

Ariana grande pete davidson relationship timeline vmas
Source: Getty

It is hard to believe, for an “in the public eye” couple like Pete and Ariana, that the pop culture power couple didn’t actually make their red carpet debut together until August 20. They had been dating since May! They couldn’t have chosen a better place… the iconic MTV VMAs, where Ariana would win Best Pop Video. It was a red carpet romance moment an entire summer in the making.

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How did Ariana react to the death of her ex?

Do not underestimate the power of the overdose death of Ariana Grande’s ex, Mac Miller, when it comes to the health of her and Davidson’s ill-fated romance.
Source: MEGA

On September 7, tragedy struck, and it rocked Ariana’s world. Her ex, rapper Mac had perished from a drug overdose. After a barrage of hateful reactions to her deeply emotional social media posts about her friend’s death, Ariana was forced to disable comments on Instagram. Some fans of his were accusing her of being culpable in his death. A week later, she expressed her feelings on the shocking death. "I can’t believe you aren’t here anymore. I really can’t wrap my head around it. we talked about this. so many times. I’m so mad, I’m so sad I don’t know what to do. You were my dearest friend. for so long. above anything else. I’m so sorry I couldn’t fix or take your pain away. I really wanted to. The kindest, sweetest soul with demons he never deserved. I hope you’re okay now. rest."

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Did Pete get hate mail?

Ariana grande pete davidson relationship timeline NYC walk
Source: Getty

The SNL comic went on The Howard Stern Show on September 24 and revealed that he was receiving hate mail for dating (and then being engaged) to the singer. “Someone wanted to shoot me in the face because she's so hot. You know how insane that is? Am I that ugly that people want to shoot me in the face?" he wondered to Howard Stern. Can’t imagine why he wanted to leave social media!

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Did SNL milk the Ariana-Pete romance for laughs?

The Ariana Grande and Pete Davidson relationship timeline included him making fun of himself at SNL for dating her.
Source: Getty

Yes, and Pete played right along. The couple’s summer-long whirlwind romance was a continual source of jokes during one particular segment of SNL. Pete appeared on the Weekend Update section of the show. Most of the laughs emanated from being “honest” about how lucky he was to be dating the music superstar. Host Colin Jost asked Pete if they had signed a prenup. "Obviously, I wanted one. God forbid, we split up and she takes half my sneakers," Pete hilariously responded. He added, “I can’t believe it and I get it. She’s the No. 1 pop star in the world and I’m that guy from SNL that everyone thinks is in desperate need of more blood.”

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Why was Pete’s Yankee Stadium playoff baseball appearance meaningful?

Pete Davidson showed up at Yankee Stadium without his new “bunny” tattoo, inspired by his former fiancé, Ariana Grande.
Source: Getty

Davidson attended a New York Yankees playoff game in the Bronx and something was missing… his bunny ears tattoo on his neck that was a tribute to his fiancé. Some didn’t make much of it, given what it was replaced by… an “A.” Folks figured “A” for Ariana. But, given the news…

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When exactly did they break up?

The Ariana Grande and Pete Davidson relationship timeline involved a hot and heavy scene at the VMAs.
Source: Getty

October 14 will be the date that goes down in infamy for fans of the Ariana-Pete pairing. It appears that the break-up was friendly, and no one is ruling out a reconnect in the future. Mac’s death had to have a profound influence on Ariana and one can never underestimate how much mourning and loss can play on one’s mind. Only time will tell if this is a temporary break-up. Stay tuned.

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