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Graham Phillips: 2008–2011 -

We need to take a trip way back in time for this pairing. Graham Phillips and Ariana Grande starred in the Broadway musical '13' together in 2008.

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Graham Phillips: 2008–2011 -

The pair reportedly began dating when they worked together, with Phillips being Grande's first young love. They even wrote a song together, 'Stick Around.'

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Graham Phillips: 2008–2011 -

Over the years, they fell out of love and ended up splitting in 2011. The pair remained friends, reportedly sharing a reunion with their '13' castmates back in 2016.

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Jai Brooks: 2012–2014 (on and off) -

In 2012, Grande found love again with Janoskians singer Jai Brooks, after meeting on Twitter. But in 2013, Brooks took to the same social media platform to accuse Grande of cheating on him.

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Jai Brooks: 2012–2014 (on and off) -

Despite airing their dirty laundry in public, Grande and Brooks briefly got back together in May 2014. Perhaps unsurprisingly, they broke up for good four months later.

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Nathan Sykes: 2013 -

While on the rebound from Brooks, Ariana dated English singer Nathan Sykes, who she recorded 'Almost is Never Enough' with.

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Nathan Sykes: 2013 -

"He’s the sweetest. He’s amazing. I have to say, he’s one of the most talented vocalists I’ve ever heard in my life," the singer gushed to Access Hollywood in an interview.

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Nathan Sykes: 2013 -

However, just four short months after getting together, the couple went their separate ways. They remained on good terms, and three years later they teamed up on a new version of his song 'Over and Over Again.'

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Big Sean: 2014–2015 -

Grande began dating rapper Big Sean in 2014. Rumors of their romance had swirled when they were spotted kissing at a movie screening at The Grove in Los Angeles.

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Big Sean: 2014–2015 -

After months of speculation, the singer confirmed she was dating Big Sean in October 2014. She called him "one of the most amazing men in the whole word."

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Big Sean: 2014–2015 -

The couple recorded several songs together, including 'Best Mistake,' and made several public appearances. But Big Sean ended their relationship after eight months of dating, in April 2015.

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Big Sean: 2014–2015 -

"They both deeply care for each other and remain close friends," a statement released at the time said.

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Ricky Alvarez: 2015–2016 -

Grande was first linked with her backup dancer Ricky Alvarez following her split from rapper Big Sean, in the summer of 2015.

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Ricky Alvarez: 2015–2016 -

The couple split after just two months of dating each other, but stayed on good terms. Years later, Grande included Alvarez in her song 'Thank U, Next.'

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Ricky Alvarez: 2015–2016 -

Alvarez posted a clip online of himself listening to the lyrics about him: "Wrote some songs about Ricky, now I listen and laugh," while Grande apologized, saying: "IM SORRY U GOT THE WORST LINE ... IT WAS MEANT V LOVINGLY."

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Mac Miller: 2016–2018 -

One of Grande's most meaningful relationships came next, with the late Mac Miller. They began dating after their collaboration on the tune 'The Way' together.

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Mac Miller: 2016–2018 -

The pair had first met when Grande was 19, and they were friends for four years before they got together in 2016. Miller joined Grande on her tour to duet 'The Way' with her.

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Mac Miller: 2016–2018 -

The couple announced their split in May 2018, citing conflicting schedules. Just a few months later in September 2018, Miller died of an accidental drug overdose.

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Pete Davidson: 2018 -

Davidson and Grande confirmed they were dating in May 2018, the same month her split was announced from Miller. The whirlwind romance led to the pair becoming engaged.

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Pete Davidson: 2018 -

Davidson reportedly proposed to Grande with a US$93,000 diamond ring in June 2018. In an interview with Jimmy Fallon, he said, "I feel like I won a contest, so sick."

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Pete Davidson: 2018 -

Sadly, it wasn't to be for the pair, who after a summer of very public romance, went their separate ways in October 2018.

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Mikey Foster: 2019–2020 -

Next up was Social House member Mikey Foster. The pair appeared in the video for the song 'Boyfriend,' where they shared a kiss.

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Mikey Foster: 2019–2020 -

Shortly after the release of the video, they were spotted hanging out with friends in Siena Tavern in Chicago. A source at the time said the pair had been seeing each other for a while.

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Mikey Foster: 2019–2020 -

However, the relationship, which began in June 2019, had fizzled out by early 2020, and Grande confirmed their split.

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Dalton Gomez: 2020–2023 -

Grande confirmed her relationship with real estate agent Dalton Gomez in early 2020. The pair quarantined together, getting engaged by December and marrying five months later. They divorced in 2023.

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Ethan Slater: July 2023-Present -

Shortly after her split from Gomez went public, it was reported Grande was dating her 'Wicked' co-star Ethan Slater.

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Ethan Slater: July 2023-Present -

"Ariana and Ethan have only recently begun seeing each other but they have a lot of fun together and are enjoying each other’s company," an insider told Us Weekly in July 2023.

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Rumored: The Weeknd -

Although never confirmed, it was rumored Grande and The Weeknd had a fling at one point in the mid 2010s. The pair maintain they're good friends, and they've collaborated together on numerous songs.

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Thank U, Next! -

Only time will tell if Grande's latest squeeze is "The One," but, regardless, we're looking forward to the music!

Sources: (Us Weekly) (StyleCaster) (Just Jared) (New York Post)

See also: The best breakup songs of all time

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