Ariana Grande has quite the dating history. From Big Sean, to Mac Miller, to Pete Davidson and Ricky Alvarez, she’s finally found her forever person with Dalton Gomez.
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One taught her love, one taught her patience, one taught her pain…
Ariana Grande dated a myriad of men before finally settling down with Dalton Gomez in May 2021, however their marriage came to an end a year later.
From romancing rappers like Big Sean and Mac Miller to seeing comedian Pete Davidson, Grande certainly doesn’t have a type.
That’s why Page Six has rounded up a full list of all of Grande’s relationships over the years, from flings to fiancés
Graham Phillips
Ariana Grande’s first seriously relationship was with Graham Phillips, seen here in 2011.
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Grande’s first young love was with “Riverdale” actor Graham Phillips.
The pair met on the set of “13: The Musical” in 2008 and quickly fell for one another.
As their relationship grew more serious, they co-wrote a song called “Stick Around.”
But over the years their love faded and they called things off in 2011.
Fortunately, the duo still remain friends and they even reconnected over dinner in July 2016 with their former “13” castmates.
Jai Brooks
Ariana Grande and Jai Brooks had a tumultuous breakup.
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Nearly a year after her split from Phillips, Grande found love again with MTV star Jai Brooks.
The couple began dating in August 2012 after meeting through Twitter. Things seemed hot and heavy for the pair until Brooks took to Twitter in 2013 to accuse the singer of cheating on him.
“Yes I was cheated on. Yes it does suck,” he wrote on social media at the time, adding, “Yes I was left for another man.”
But Grande denied the allegations, saying on Twitter, “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. I’m no longer afraid of you or your lies anymore.”
Despite their toxic relationship being put out on full display, Grande and Brooks briefly got back together in May 2014, only to, unsurprisingly, breaking up for good four months later, according to Us Weekly.
Nathan Sykes
Ariana Grande and Nathan Sykes, seen here in August 2013, dated briefly.
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The “7 Rings” singer rebounded from Brooks with English singer Nathan Sykes.
The pair began dating in 2013 and recorded the song “Almost Is Never Enough” together.
Grande was open about her respect for Sykes — who was in the group The Wanted — and even gushed over his talent to Access Hollywood, saying that year, “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. And live, all the time, he’s like, spot on.”
But things were short-lived for the artists and four months later they broke things off.
Big Sean
Ariana Grande and Big Sean, seen here at the 2015 Grammy Awards red carpet, dated after collaborating on music together.
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The former “Victorious” actress wasted no time at all finding herself a new man and began dating rapper Big Sean in October 2014.
Rumors of their romance swirled after the pair were spotted smooching at a showing of “The Purge: Anarchy” at The Grove in Los Angeles.
The couple recorded several songs together including “Best Mistake” and made several public appearances together.
“They have been friends since they made the song together. They have been spending more time together and recently have been getting very close. They are both doing great,” a source revealed to E! Online at the time.
But after nearly nine months of dating, she and Big Sean ended their relationship.
“They both deeply care for each other and remain close friends,” reads a joint statement given to Page Six on Monday. “We kindly ask that the media respect their wish for privacy regarding this personal matter at this time.”
Ricky Alvarez
Ariana Grande and Ricky Alvarez, seen here in February 2016, had a quick fling.
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The pop star had a quick fling with her backup dancer Ricky Alvarez following her split from Big Sean.
She and Alvarez started dating in the summer of 2015 when Grande was notoriously caught on camera licking a doughnut and saying she hates America.
They broke up after just two months of seeing each other, but he clearly had a big impact on the singer’s life.
Years later Grande included Alvarez in her song “Thank U, Next” where she sang, “Wrote some songs about Ricky / Now I listen and laugh.”
Alvarez recorded himself listening to the song and posted it to social media, to which Grande responded, “HAHAHAHAHAHAHAH IM SORRY YOU GOT THE WORST LINE @rickyrozay it was meant v lovingly.”
The exes remain friends and even hung out in 2019.
Mac Miller
Ariana Grande and Mac Miller, pictured here in 2016, were serious for nearly two years.
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One of Grande’s most meaningful relationships was with late rapper Mac Miller.
She and Mac began dating in 2016 after collaborating on their song “The Way” together.
They were both open about their love for one another and showed tons of PDA throughout their relationship, but the couple ended things after two years of dating due to conflicting schedules.
Grande opened up about their split, sharing that she still had so much love for Miller.
“Hi! This is one of my best friends in the whole world and favorite people on the plant Malcolm McCormick,” she wrote on her Instagram Story along with the photo of the two cuddling. “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!”
She added, “Unconditional love is not selfish. It is wanting the best for that person even if at the moment, it’s not you.”
A few months after their breakup, Miller died from an overdose at age 26 in May 2018.
The singer paid tribute to her late ex by posting a photo of him to her Instagram. She then shared an emotional video of their time together as a couple and honored him with a heartfelt message.
“i adored you from the day i met you when i was nineteen and i always will. i can’t believe you aren’t here anymore,” she wrote. “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.”
Pete Davidson
Ariana Grande and Pete Davidson, pictured here in 2018, got engaged after just a few weeks of dating, only to break up soon after.
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Things between Grande and Pete Davidson seemingly progressed faster than any of her prior relationships.
The couple started getting serious after Miller’s death and publicly revealed they were seeing each other at the end of May 2018. At the time, the “Saturday Night Live” star was fresh off his breakup from Cazzie David.
After just a few weeks of casually dating, the couple decided to fully commit to each other and got engaged.
But just as swiftly as things started, they rapidly come to an end.
The pair called off their engagement and broke up in October 2018 after just five months together.
Davidson then moved on from their relationship by covering up his neck tattoo originally inspired by the “Positions” singer.
Mikey Foster
Ariana Grande and Mikey Foster, pictured here in August 2019, dated briefly.
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By August 2019, Grande had jumped into a new relationship with Social House member Mikey Foster.
A source told Page Six at the time Grande and Foster had been seeing each other for a while.
The couple made waves when they collaborated on the song “Boyfriend” together, with fans picking up on their sexual energy in the music video.
Things eventually fizzled out for the pair after a few months.
Dalton Gomez
Ariana Grande and Dalton Gomez secretly got married in an intimate ceremony at her home in LA in May 2022
The singer began dating Dalton Gomez in February 2020 when they were spotted publicly making out at a bar.
Page Six confirmed that Grande was dating the real estate agent a month later while they were quarantined together amid the coronavirus pandemic.
Grande then confirmed their relationship in the music video for her song with Justin Bieber, “Stuck With U.”
The couple moved quickly and announced that they were engaged in December 2020. Gomez popped with question by presenting a ring that included one of Grande’s grandmother’s pearls alongside a big diamond.
Five months later, she and Gomez quietly tied the knot with an “intimate” home wedding.
“It was tiny and intimate — less than 20 people. The room was so happy and full of love. The couple and both families couldn’t be happier,” a source said after the news broke. “It seems only natural that they would get married at Ari’s beautiful and historic house,” a source said of the ceremony.
Unfortunately, Page Six reported in July 2023 that the pair were divorcing.
“They came to the decision together,” one insider told. “They were having problems before January, but they want to remain best friends.”
They reached a settlement agreement in October 2023.
