From Sweethearts to Soaring Success: Untangling Ariana Grande's Love Life

From Sweethearts to Soaring Success: Untangling Ariana Grande's Love Life

Discover Ariana Grande's fascinating dating history, from her early relationships with Graham Phillips and Jai Brooks to her high-profile romances with Big Sean, Mac Miller, and Pete Davidson Get exclusive insights into her love life, leading up to her current partner Dalton Gomez Explore the captivating journey of Ariana's past and present relationships

Ariana Grande has experienced numerous whirlwind romances and heartbreaking breakups in her life.

In her quest to find true love, Grande believed she had found it in Pete Davidson, whom she started dating following her separation from the late rapper Mac Miller. Our publication was the first to report on Grande and Davidson's engagement in June 2018, but the couple ended their relationship just four months later.

Grande's life took a significant turn in February 2020 upon meeting Dalton Gomez. Us confirmed that the couple embarked on a romantic relationship in the subsequent month.

According to a source quoted by Us in August 2020, Dalton perfectly fits the description of the kind of guy Grande has been searching for. The source disclosed that he is immensely protective of her, consistently going the extra mile and displaying chivalrous gestures. Dalton's commitment to meeting her needs surpasses expectations.

The couple revealed their engagement in December 2020 after dating for nine months. In May 2021, it was confirmed that the couple had officially married in a small ceremony. However, two years later in July 2023, it was confirmed that Grande and Gomez had decided to separate after two years of marriage due to a difficult period in their relationship.

Scroll down to reminisce about all of Grande's past romances throughout the years.

From Sweethearts to Soaring Success: Untangling Ariana Grande's Love Life

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Ariana Grande’s Dating History: A Timeline of Her Exes and Flings from Pete Davidson to Dalton Gomez

Ariana Grande is no stranger to whirlwind romances and devastating breakups.

Grande believed she had found The One in Pete Davidson, whom she started dating after her breakup with the late rapper Mac Miller. We announced Grande and Davidson's engagement in June 2018, but they ended their relationship four months later.

However, everything took a different turn for Grande in February 2020 when she crossed paths with Dalton Gomez. Us confirmed that the couple started their romantic journey the next month.

According to a source in August 2020, he is the ideal man she has been searching for. He demonstrates his protectiveness towards her, going out of his way and engaging in chivalrous acts. Dalton exceeds expectations to meet her requirements.

After dating for nine months, the couple announced their engagement in December 2020. In May 2021, it was confirmed that they officially got married in an intimate ceremony. However, in July 2023, after two years of marriage, it was confirmed that Grande and Gomez separated due to a "rough patch" in their relationship.

Scroll down to relive all the Grande’s romances over the years:

From Sweethearts to Soaring Success: Untangling Ariana Grande's Love Life

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Graham Phillips

The Good Wife alum crossed paths with Grande, who was 15 at the time, during their joint appearance in 13: The Musical on Broadway. During their time together, they collaborated on a song titled "Stick Around," and their relationship lasted from 2008 to 2011. Although they eventually went their separate ways, the former flames reconnected in July 2016 when they joined friends from the 13 production for a dinner.

From Sweethearts to Soaring Success: Untangling Ariana Grande's Love Life

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Jai Brooks

Grande and the The Janoskians star began their relationship in August 2012 but unfortunately ended it in October 2013. During their split, Brooks took to Twitter to accuse Grande of cheating on him with Nathan Sykes. In a lengthy rant, he wrote, "Yes I was cheated on. Yes it does suck. Yes I was left for another man."

Grande responded to these claims by accusing Brooks of threatening her with retaliation if she chose not to be with him. She expressed her shock on Twitter, saying, "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 continued, "I’m no longer afraid of you or your lies anymore."

Despite their feud, the couple decided to give their relationship another try in May 2014, but unfortunately, it didn't last, and they broke up for good in August.

From Sweethearts to Soaring Success: Untangling Ariana Grande's Love Life

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Nathan Sykes

We exclusively unveiled that the singer from The Wanted and Grande sparked a romantic relationship in August 2013, shortly after their collaboration on "Almost Is Never Enough" for The Mortal Instruments: City of Bones soundtrack. Unfortunately, their relationship was brief, and they called it quits in December of that same year. An insider revealed to Us at the time that their separation stemmed from their infrequent encounters, while another source mentioned that their interest had dwindled. However, after three years, they reunited to collaborate on a revamped version of his track "Over and Over Again."

From Sweethearts to Soaring Success: Untangling Ariana Grande's Love Life

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Big Sean

Following months of speculation, the "Side by Side" singer officially confirmed her relationship with Big Sean in October 2014, declaring him "one of the most incredible men in the entire world." A source revealed at the time, "Their connection became serious incredibly quickly. They are much happier than they were in their previous relationships." In the midst of this, Glee star Naya Rivera, who was previously engaged to the "I Don't F—k With You" rapper before their separation in April 2014, later claimed in her book, Sorry Not Sorry, that she discovered Grande at his residence while she and Big Sean were still romantically involved. Despite their once passionate love story, Grande and the "Bounce Back" rapper decided to end their relationship eight months later in April 2015. Acknowledging Big Sean in her single "Thank U, Next," released in November 2018, the Sam & Cat alum expressed her gratitude towards her past exes with the lyrics, "Thought I'd end up with Sean / But he wasn't a match."

From Sweethearts to Soaring Success: Untangling Ariana Grande's Love Life

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Ricky Alvarez

The backup dancer and Grande were first romantically linked in the summer of 2015, shortly after her breakup with Big Sean. They were also together when the incident of Grande licking a donut in a store and making controversial remarks about Americans and America took place in July of that same year. However, despite their split two months after, Grande stated in a Billboard magazine interview in May 2016 that she was a very happy girl. It seems that they remain on good terms, as evidenced by Alvarez posting a video of himself listening to Grande's song "Thank U, Next," to which she playfully responded, "IM SORRY U GOT THE WORST LINE ... IT WAS MEANT V LOVINGLY," alluding to the lyrics: "Wrote some songs about Ricky / Now I listen and laugh."

From Sweethearts to Soaring Success: Untangling Ariana Grande's Love Life

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Mac Miller

The singer known for her hit song "Breathin'" and the rapper who collaborated on "The Way" and released the popular track "Dang!" were in a relationship from 2016 to 2018. In May 2018, it was confirmed that they had separated. Shortly after, Grande shared her thoughts on their breakup on Instagram, posting a picture of the two of them cuddling and expressing, "I have immense respect and admiration for him, and I am grateful to have him in my life in any capacity, no matter how our relationship evolves or what the future holds for us." In July, Miller gave his perspective on the split, stating, "I was in love with someone. We were together for two years. We went through good times, bad times, and everything in between. Then it ended, and we both moved on," during an interview with Beats 1 host Zane Lowe. Following the tragic passing of the rapper known for his song "Programs" due to mixed drug toxicity in September 2018, Grande paid a heartfelt tribute to him on Instagram: "I loved you ever since I met you when I was nineteen, and I will always love you." Additionally, Grande honored her ex in her song "Thank U, Next," singing, "I wish I could thank Malcolm, because he was an angel."

From Sweethearts to Soaring Success: Untangling Ariana Grande's Love Life

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Pete Davidson

The couple, who met on Saturday Night Live, started a whirlwind romance in 2018 after both going through breakups. Davidson took to Instagram in May 2018 to announce their relationship, sharing a photo of the couple dressed as Harry Potter characters with the caption, "The chamber of secrets has been opened." Our exclusive report later revealed that Davidson had proposed to Grande a month later, presenting her with a stunning diamond ring worth $93,000. Davidson expressed his excitement about their upcoming wedding when he told Jimmy Fallon, "I feel like I won a contest, so sick. It’s f—king lit." Throughout the summer, the pair showcased their love by adopting a pig and moving into a luxurious condo in New York City’s Chelsea neighborhood. However, in October 2018, it was confirmed that they had ended their relationship. According to a source, they realized it had progressed too quickly and prematurely. Davidson addressed their breakup during Saturday Night Live’s "Weekend Update" segment on November 3, conveying that the details were private. He stated, "I know some of you are curious about the breakup, but the truth is, it’s nobody’s business, and sometimes things just don’t work out, and that’s OK. She’s a wonderful, strong person, and I genuinely wish her all the happiness in the world." Grande also referenced their relationship in her song "Thank U, Next," expressing gratitude towards Davidson.

From Sweethearts to Soaring Success: Untangling Ariana Grande's Love Life

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Mikey Foster

Grande and the Social House member, who opened her Sweetener world tour, ignited speculation among fans in early August 2019 with their passionate display in their collaborative music video for "Boyfriend". Shortly after, they were spotted spending two consecutive nights socializing with friends at Siena Tavern in Chicago. "Ariana and Mikey were seen holding hands at one point during their time there," a source exclusively revealed to Us. In February 2020, it was confirmed by Us that they had been in a relationship since June.

From Sweethearts to Soaring Success: Untangling Ariana Grande's Love Life

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Dalton Gomez

In February 2020, the singer and the real estate agent were seen kissing while out with friends, sparking speculation about their relationship. According to an insider, they initially met when he was hired to assist her in finding a home before the COVID-19 pandemic. However, it wasn't until May, during the "Stuck With U" music video by Grande and Justin Bieber, that she officially acknowledged their romance by dancing with him. An exclusive source revealed in August that he is the kind of partner she has been searching for, describing him as highly protective, willing to go out of his way for her, and engaging in chivalrous gestures. Ultimately, Dalton strives to exceed her expectations and fulfill her needs.

The singer unveiled her engagement in December 2020, showcasing her diamond and pearl engagement ring on Instagram. Capturing the moment, she simply captioned it as "Forever n then some."

According to a source, Ariana is incredibly thrilled. They stated, "She has truly relished the opportunity to connect and fall in love with Dalton away from the public eye, which she couldn't do in her previous relationships. Their love and commitment are unwavering, and they are determined to spend a lifetime together."

Us confirmed that the couple got married in May 2021. According to her representative, the wedding was a small and intimate affair with less than 20 guests. The atmosphere in the room was filled with happiness and love, and both the couple and their families couldn't have been happier.