Ariana Grande’s Romantic History: From Big Sean To Pete Davidson & New Fiancé Dalton Gomez

Ariana Grande is no stranger to high-profile relationships — her hit song ‘Thank U, Next’ is all about her exes! Here’s a breakdown of Ari’s complete dating history.

Ariana Grande surprised fans when she revealed she was engaged to her boyfriend of just one year, Dalton Gomez. Her real estate agent beau put a ring on it, and the couple couldn’t look any happier! Of course, the “Positions” singer is no stranger to high-profile relationships, so we’re looking back at her complete dating timeline, from Big Sean to her broken engagement to Pete Davidson.

Jai Brooks

Jai Brooks. Image: AP Images

Ariana began dating Australian YouTube star Jai Brooks of The Janoskians in August 2012. They split in October 2013, after Jai took to Twitter to accuse the former Nickelodeon star of cheating on him with Nathan Sykes from British boy band The Wanted. “Yes I was cheated on. Yes it does suck,” he wrote in a lengthy rant. “Yes I was left for another man.” The “7 Rings” singer refuted his claims, accusing him of threatening her if she chose to break up with him. “Woke up this morning in complete and utter shock …I guess I shouldn’t be so surprised. You said to me if I didn’t come back to you, you’d make me look bad to the entire world,” she wrote. “I’m no longer afraid of you or your lies anymore.” The couple rekindled their romance in May 2014 but ended things for good in August of that year.

Big Sean

Big Sean, left, and Ariana Grande arrive at the 57th annual Grammy Awards at the Staples Center on Sunday, Feb. 8, 2015, in Los Angeles. (Photo by Jordan Strauss/Invision/AP)
Big Sean. Image: AP Images

One of Ari’s first serious relationships was with rapper Big Sean. She confirmed their romance in October 2014, calling him “one of the most amazing men in the whole word.” Despite putting up an unproblematic front, the late Glee star Naya Rivera, who was engaged to Big Sean, went on to allege in her memoir that she found Ariana at his home while she was still engaged to him. Ariana and Big Sean called it quits eight months later in April 2015. Despite their relatively short lived romance, he got a shout out on her November 2018 single “Thank U, Next” when she sang: “Thought I’d end up with Sean / But he wasn’t a match.”

Ricky Alvarez

Singer Ariana Grande and her boyfriend Ricky Alvarez are seen upon arrival at Tokyo International Airport in Tokyo, Japan, on April 11, 2016. Photo by: Kento Nara/Geisler-Fotopress/picture-alliance/dpa/AP Images
Ricky Alvarez. Image: AP Images

Ari was first linked to her backup dancer Ricky Alvarez in the summer of 2015. They dated for about one year before calling it quits in July 2016. The pair have remained on good terms in the years since, and have even been spotted hanging out together. After Ariana sang, “Wrote some songs about Ricky / Now I listen and laugh” on her single “Thank U, Next” she jokingly wrote on social media, “IM SORRY U GOT THE WORST LINE … IT WAS MEANT V LOVINGLY.”

Mac Miller

Ariana Grande and her new boyfriend, Mac Miller, were spotted leaving the Republic Records VMA After Party on Sunday night in NYC. The new couple wore matching Denim outfits as they held hands while exiting
Mac Miller. Image: SplashNews

Ariana and the late rapper Mac Miller first met when they collaborated on her single “The Way”, and went on to date from 2016 to 2018. After calling it quits, Ariana took to Instagram, offering fans some context for the break up. “I respect and adore him endlessly and am grateful to have him in my life in any form, at all times regardless of how our relationship changes or what the universe holds for each of us!” The rapper also spoke out in July 2018, saying, “I was in love with somebody. We were together for two years. We worked through good times, bad times, stress and everything else. And then it came to an end and we both moved on,” he told Zane Lowe on Beats 1. Tragically, Mac Miller passed away in September 2018 as a result of mixed drug toxicity, and Ariana shared a moving tribute to him. “I adored you from the day i met you when i was nineteen and i always will.” She also referenced him on her track “Thank U, Next,” singing, “Wish I could say, ‘Thank You’ to Malcom / ‘Cause he was an angel.”

Pete Davidson

FILE- In this Aug. 20, 2018, file photo Pete Davidson, left, and Ariana Grande arrive at the MTV Video Music Awards at Radio City Music Hall in New York. Grande has released a song referencing her exes, including former fiance and “SNL” star Davidson and the late Mac Miller. (Photo by Evan Agostini/Invision/AP, File)
Pete Davidson. Image: AP Images

Who could forget Ariana’s short-lived engagement to Saturday Night Live comedian Pete Davidson? The couple were only dating for a few weeks in the summer of 2018 when she revealed Pete had popped the question. While things seemed blissful for a few months, they called off their engagement in October of 2018. Pete later said he knew their relationship was over after her ex Mac Miller’s sudden passing. “I pretty much knew it was around over after that. That was really horrible, and I can’t imagine what that sh*t is like. All I do know is that she really loved the sh*t out of him, and she wasn’t putting on a show or anything. That was f**ked up. Prayers to his family and all of his friends,” he said in February 2020.

Ariana’s latest beau Dalton Gomez officially put a ring on it! The engaged couple are believed to have started dating in early 2020. Fans first noticed there was a mystery man in the background of some of her Instagram stories while she was holed up at home amid the COVID-19 pandemic in March 2020. She later confirmed their relationship status by featuring him in her “Stuck with U” music video. The couple then went from strength to strength, going on romantic getaways and packing on the PDA in sweet social media snaps. After dating for less than one year, the “7 Rings” hitmaker took to Instagram on December 20, 2020 to reveal the happy news. “forever n then some,” she captioned a post featuring a photo of her gorgeous engagement ring. The unique piece of jewelry was encrusted with a large diamond alongside a small pearl, which she showed off in a stunning mirror selfie. Congratulations to the happy couple!

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