Pete Davidson and Ariana Grande: the complete timeline

If you haven’t heard, Ariana Grande and Pete Davidson split up this weekend. While the couple’s time together was short, every moment of their 5-month engagement was obsessively dissected by Grande’s legion of fans. If you aren’t a devoted follower of stan Twitter, it was hard to keep up with the rumors, the timeline, and tumultuous ups and downs of their relationship. Lucky for you, we have you covered with a full breakdown on everything you need to know about America’s most talked about young couple.

March 12, 2016: Ariana Grande hosts Saturday Night Live

The couple first meets on the set of SNL over 2 years ago. The singer hosted the show to promote her album Dangerous Woman. In the opening monologue, Grande sings a song about wanting a celebrity scandal. Davidson comes out to interrupt her song asking if she wants to smoke some weed to which she responds, “Let’s smoke crack.” The song closes with Grande singing, “What will my scandal be?” Oh, if only she had known.

May 10, 2018: Grande breaks up with Mac Miller

Grande publically beaks up with rapper Mac Miller on her Instagram story. Miller and Grande officially began dating in September of 2016 but had been seen publicly canoodling before then. The two had met over Twitter in 2012 and collaborated on the 2013 hit The Way. Some sources have said the pair had broken up in April, but Grande only announced the split in May.

May 12, 2018: Grande at SNL after-party with Pete Davidson’s mom.

US Weekly reports that Grande spent the whole night at the SNL afterparty at Zuma with Davidson’s mom. The article, published on May 21, is the first to confirm the couple is “casually dating.”

May 16, 2018: Davidson breaks up with Cazzie David


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Cazzie David—actress, producer, and daughter of Seinfeld creator, Larry David—dated the Staten Island native somewhat quietly for 2 years. The split, while on the heels of Grande’s break up with Miller, seems drama free.

May 21, 2018: Keeping it ‘casual’

After Davidson is spotted backstage at the Billboard music awards as Grande performs No Tears Left To Cry, several outlets report the couple is keeping their relationship casual and Twitter loses its mind over the mismatched couple.

May 24, 2018: Davidson speaks up against critics who question his mental health

Davidson has often talked publicly about his Borderline Personality Disorder diagnosis. Fans of Grande suggest that the singer should not date Davidson because of his BPD. The comedian takes to Instagram to set the story straight on dating and living with BPD.

May 30, 2018: Instagram official

In a now-deleted Instagram, Davidson declares, “the chamber of secrets has been opened …” with a photo of the couple dressed in Harry Potter robes. Grande comments, “U tryna to Slytherin (I’m deleting my account now).”

June 2, 2018: Davidson gets some Grande-inspired tats


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We had a good night.

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Tattoo artist London Reese posts an Instagram photo of Davidson with a tattoo of the bunny mask Grande wore on the album cover of Dangerous Woman. Davidson also gets AG on his thumb. Davidson had previously gotten a tattoo of a cartoon face for his ex, Cazzie David. He reportedly had that tattoo covered up in mid-June of 2018.

Also June 2, 2018: Grande wears an engagement ring

The giant ring reportedly cost nearly $100,000. The custom piece, made by jeweler Greg Yuna (aka Mr. Flawless), is made specifically for Grande and took 2 weeks to create. The fact that the ring took 2 weeks caused a small scandal, given he had reportedly only broken up with Cazzie David 17 days before, some speculated that he had commissioned the ring while still with his ex.

June 5, 2018: Grande fans cause Davidson joke to resurface

Back in May of 2017, Davidson joked about the tragic bombing at Grande’s concert in Manchester. The act of terrorism left 22 dead, including the suicide bomber, and many others injured. Davidson, performing stand-up at a charity event, talked about Grande’s growing fame and then remarked, “Britney Spears didn’t have a terrorist attack at her concert.” In 2017, the joke didn’t get much attention, but after the engagement, many of Grande’s fans do a deep dive into the comedian’s history and find the comments. Some call to end the engagement because of the joke, but Grande defends her man on Twitter:

June 11, 2018: Leaving bread crumbs…

While Grande doesn’t confirm engagement fully, she leaves a cheeky remark to a fan account on Twitter

June 20, 2018: Davidson confirms engagement on Fallon

While rumors circulated and unnamed sources confirmed the engagement, Davidson announces it on The Tonight Show with Jimmy Fallon. He tells the host, “It’s f**king lit.”

June 23, 2018: The couple moves in together

The couple moves into a $16 million apartment in New York City. It has five bedrooms, four-and-a-half bathrooms, plus access to a sauna, spa, pool and an IMAX theater in Manhattan’s Chelsea neighborhood.

June 29, 2018: Grande is spotted with 8418 tattoo

A small ‘8418’ is seen on Grande’s foot. Davidson also has a tattoo of ‘8418’ which is the badge number of Davidson’s father, a firefighter who died trying to save people on 9/11.

July 14, 2018: Davidson gives Grande his father’s FDNY badge

Davidson gives Grande the badge his father wore on 9/11. The comedian immediately receives comments about how he had also given the badge to Cazzie David when the two were dating. Davidson fires back, “Actually I didn’t give that to my ex. Yes she had one but it was a replica. I had a bunch of replicas made. My sister and grandpa also have one. The one that Ari has is the one my dad actually died in and he wore his entire career and the one I’ve worn for over 17 years. I’ve actually never taken it off other than for SNL or work. So it means a lot to me.”

July 23, 2018: Davidson wipes his Instagram

Davidson removes all content on his Instagram account leading to rumors about the couple not doing well. He then makes an Instagram story to combat the rumors.

Aug 4, 2018: Fan theory about surprise wedding doesn’t come to fruition

Fans of Grande long speculated that the couple would get married on August 4, 2018, or 8/4/18, as a tribute to his father and his FDNY number 8418.

The date comes and goes without any celebration.

Aug 16, 2018: Pete Davidson talks with GQ

Davidson gives an interview with GQ and mentions that the engagement could have happened even quicker. “The day I met her, I was like, ‘Hey, I’ll marry you tomorrow,'” Davidson reminisces. “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.'”

Aug 18, 2018: Grande releases song Pete Davidson

In the song, she calls the comedian her “soulmate.” Davidson also appears in the video.

Sept 7, 2018: Mac Miller dies of apparent overdose

The ex-boyfriend of the ‘dangerous woman’ was found dead of a probable overdose. Internet trolls are quick to blame Grande for the rapper’s death.

Grande responds by posting a photo a day after his death with no caption on her Instagram.


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Sep 17, 2018: Pete Davidson and Ariana Grande skip the Emmys

Davidson reportedly sits out this year’s Emmy Awards to spend time with his new fiancé. He is not on stage for SNL’s win with the rest of the cast and was not in attendance for any of the night. We hope fellow castmates Michael Che and Colin Jost don’t take it personally.

Sep 23, 2018: Pete Davidson gives outrageous interview with Howard Stern

In the SiriusXM show, the comedian gives details of their sex life, talks about how he used to masturbate to her, and that he thinks about his dead father to last longer while having sex with her. Twitter was not here for it:

Sep 27, 2018: Ariana Grande fires off some emotional tweets

Supposedly about the death of Miller, Grande is showered with support from fans after a series of emotional tweets.

Sep 29, 2018: SNL premieres and it’s basically The Pete Davidson Show

Grande was supposed to appear in the season debut but drops out for emotional reasons. While she doesn’t perform on the show, many jokes from the monologue to the digital short to Weekend Update revolve around her and Davidson’s relationship. His jokes on Weekend Update sparked controversy as he joked about trapping her by birth control sabotage.

Oct 9, 2018: Couple’s prenup almost completed

People reports that the couple is finally cementing the terms of their prenup, moving them seemingly closer to marriage.

Oct 10, 2018: Davidson covers up the bunny tattoo with a heart

Photos of Davidson show that he had the tattoo covered up, but some speculate that he did it to match a heart tattoo the pop star has.

Oct 14, 2018: TMZ drops the break-up bomb

A moment of silence for the stans. And, I suppose, the celebrity duo.

October 16, 2018: Rumors fly and custody in question


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Only 2 days since the split and rumors are flying that Mac Miller’s death led the couple to split up and that the engagement happened too quickly. But the internet gets the answer to maybe the most important question: Who will get custody of the couple’s pet, a teacup pig named Piggy Smalls? Thankfully, Perez Hilton has confirmed that Piggy Smalls, who stars in the singer’s newest music video for Breathin, will stay with his mommy.

‘Arite Grandson’ we hardly knew ye.

Rosa Escandon

I am a stand up comic and writer living in Brooklyn, NY. When I'm not on stage, I am Comedy Editor for The Tusk, sit on the board of the Cinder Block Comedy Festival, and writing my next project. I am passionate about writing about feminism and comedy as well as how women, LBGTQ people, and minorities are changing the face of comedy and entertainment. You may have seen me on Buzzfeed Video, Seriously.TV, aplus, or maybe just on twitter.

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