8 Boyfriends in Ariana Grande's Dating History before She Met Her Husband Dalton Gomez

Before Ariana Grande met Dalton Gomez, she entered into several relationships with men from the entertainment industry. While none lasted, she remained on good terms with most of them.

Celebrities' personal lives, especially romantic pursuits, are often big news in the entertainment industry. This is why it is no surprise that couples often find their tumultuous breakups as headlines.

Most recently, Ariana Grande became the talk of the town for her alleged separation from her husband, Dalton Gomez. According to a source, their marriage is headed toward divorce.

Grande has been spotted without her wedding ring several times in previous weeks, and it appears things are only getting worse for the pop star and her spouse. The couple has been apart since Grande started filming for "Wicked" in December.

However, sources claimed they have been experiencing marital problems even before. Grande and Gomez surprised the world when they had an intimate wedding in 2021 at the singer's Montecito home.

Before deciding to tie the knot, the "Love Me Harder" singer had several public relationships, including with some in the industry.

Graham Phillips

Graham Phillips and Grande met in 2008 when they starred in Broadway's "13." Their love story began soon after until they separated in 2011. The former flames were seen hanging out again in 2019. The duo were photographed entering Carbone, New York City, in March of that year.

The entertainers braved the evening cold, with Grande wearing thigh-high boots, a tank top, a puffy jacket, and a short skirt. Their night out came shortly after Grande was spotted hanging out with another ex-boyfriend.

Jai Brooks

Australian YouTuber Jai Brooks sparked dating rumors with Grande in August 2012. They had an on-again-off-again relationship until the ultimate breakup in 2014. A source said at that time:

"It has not been an easy few months. Jai just wasn't as supportive as he could have been."

Brooks allegedly accused Grande of cheating on him with Nathan Sykes the year prior. In a long internet rant, he claimed he was cheated on and left for another man. Admittedly, he was a "miserable wreck" then but learned to take steps to move on.

Brooks did not intend to defame the artist, but he couldn't accept how Sykes took Grande. "Nathan, if you read this, when you hold her hand, you better hold it tight because you are holding my world," he said.

Grande later took to Twitter to share her thoughts, expressing her disappointment. However, she knew her truth and did not stoop to anyone's level.

Nathan Sykes

At the onset of their relationship, Grande and Sykes collaborated on the song "Almost Is Never Enough." The "Victorious" star couldn't help but praise Sykes for his incredible voice and claimed she loved the outcome of their collaboration.

Less than a year after they started dating, multiple sources revealed that Grande and Sykes called it quits. One of the insiders claimed the two never got to see each other. Still, they remained good friends.

Big Sean

In 2014, Grande revealed her relationship with Big Sean, whom she praised for being a fantastic man. They were first linked after collaborating on Grande's "My Everything" album, where he joined in the track "Best Mistake." She said at that time:

"He is one of the most amazing men in the whole world, and that includes my grandfather and my brother. I think the world of him, and he's an amazing person."

Unfortunately, their romance only lasted a few months. In 2015, the pair's representatives revealed that Grande and Big Sean remain friends and still care for each other. However, they want their split to stay quiet and peaceful without the interference of others.

According to a source, their busy and conflicting schedules did not permit them to see each other as often as it would have been had they not separated.

Ricky Alvarez

Shortly after, Grande and backup dancer Ricky Alvarez, whom she was spotted out with several times, were linked. By May 2016, the "Problem" songstress claimed she was happy with where she was in life.

The duo called it quits two months later, marking about a year since she and Alvarez began dating. Like many of her exes, Grande remains on good terms with Alvarez. He even posted a video of himself listening to her song "Thank U, Next," to which Grade jokingly said:

"IM SORRY U GOT THE WORST LINE… IT WAS MEANT V LOVINGLY."

Mac Miller

Grande later entered a relationship with Mac Miller, announcing their status in September 2016. He became a shoulder to lean on after the tragic Manchester bombing.

Sadly, their relationship did not last. News about their breakup circulated on the internet in 2018. Miller passed away the same year, leaving Grande heartbroken.

Pete Davidson

In 2018, Grande and her then-boyfriend, Pete Davidson, announced their engagement after only a few weeks of dating. Although they were reportedly not rushing to tie the knot, they knew they were perfect for each other.

However, not long after, Davidson confirmed his split with the pop star while on "Saturday Night Live." He later dated "Keeping Up With The Kardashian" star Kim Kardashian. Interestingly, in an Instagram post, Kardashian's eldest daughter, North West, made fans think she was Grande, where she had the same hairstyle.

Mikey Foster

One of Grande's last known relationships before tying the knot was with Mikey Foster. The two were spotted strolling an amusement park in 2020 and have been allegedly dating in the months prior.

The pair have been seen together, making fans believe they were an item. In a previous interview, the artist's brother and confidante, Frankie Grande, also had nothing but kind words about Foster.

Sadly, just as her relationship with Foster didn't last, it seems her marriage will also end. Similarly, Grande's parents, Joan Grande and Edward Butera, also called it quits when she was still a child. While Grande's circumstances are not ideal, fans are excited about her next album, thinking it will be a massive hit.