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Home » All Listicles » Ms. Keep A Man! From Ricky Alvarez To Ethan Slater, Here’s Every Time Ariana Grande Moved On & Found Love Again
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Ms. Keep A Man! From Ricky Alvarez To Ethan Slater, Here’s Every Time Ariana Grande Moved On & Found Love Again

By Cassandra - 2026/11/03
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Ariana Grande: Ricky Alvarez & Recap Of Singer's Past Love Life
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One thing about Ariana Grande: she’s gon’ keep a man…and leave when he’s no longer serving her! From public dates to intense years-long romances and even a marriage at one point, the singer-actress isn’t shy about trying again for love. Sometimes it lands her on the feeds of lover girls online. Other times, she’s getting eaten up on the wrong side of the internet. Nonetheless, Ariana keeps her love life flowing! From her current rekindled bae, Ricky Alvarez, to Mac Miller, Pete Davidson, and Ethan Slater, here’s a look at every time Ariana Grande moved on and found amor again!

RELATED: Rep. For Ariana Grande Says She’s Going To Step Back From Public Eye Following Her ‘Eternal Sunshine’ Tour Amid Ongoing Scrutiny

Ricky Alvarez & Ariana Grande: An Old Love Renewed

Sometimes getting a new man means spinning the block on an old one! That appears to be the case in Ariana Grande’s current love life. A photo dump shared on Monday (Nov. 2) included multiple shots showing Ricky Alvarez. In the very first photo, Ricky and Ari are embracing in a wooded area, staring into each other’s eyes. Another shot shows her kissing his forehead. The photos appear to confirm a rekindled romance between Ariana and her former background dancer, more than 10 years after they met on tour in 2015.

So here’s the recap on them. By May 2016, sis was writing songs about Ricky, namely ‘Moonlight,’ per Billboard. She said at the time that she was “a very happy girl.” Something later changed. By July 2016, they had ended the relationship. Two years later, in 2018, she name-dropped him in ‘Thank U, Next,’ saying “Wrote some songs about Ricky / Now I listen and laugh.”

Those are the same lyrics she switched up in July 2026 while on tour. Singing instead, “I know he’s still got my back” and “And they still really slap” for the second bar. She did that at two Austin shows. There was also, “We always find our way back,” a lyric change that really got the rekindled rumors going after they were spotted together Fourth of July weekend. In August, she soft-launched Ricky Alvarez in an IG post, and in September, she sang about trying to make him “her last.”

Now, we’re here. Will they make it down the aisle? To parenthood? A grand love story? Ariana ‘Keep A Man’ Grande gon’ let us know soon enough — in the lyrics or with the next apple of her eye.

Graham Phillips Was Ariana’s Teen Love

Ariana Grande has been a lover girl for a hot minute. She may be 33 now, but she was once 15 and in ‘Broadway in 13: The Musical.’ That’s how she met Graham Phillips, her co-star turned bae. They dated between 2008 and 2011, and even collaborated on the song ‘Stick Around.’

Ariana Grande: Ricky Alvarez & Recap Of Singer's Past Love Life
BEVERLY HILLS, CA – DECEMBER 07: Actor Graham Phillips and actress Ariana Grande attend Project Angel Food’s 2011 Divine Design Gala at The Beverly Hilton hotel on December 7, 2011 in Beverly Hills, California. (Photo by Jason LaVeris/FilmMagic)

Jai Brooks Once Accused Ariana Of Cheating

The following year after her split from Graham, in August 2012, Ariana began dating Jai Brooks, per US Magazine. However, a year later, he hopped on then-Twitter to blast the singer, accusing her of cheating with Nathan Skyes. “Yes, it does suck. Yes, I was left for another man,” Brooks reportedly wrote. He later directed his message at Nathan.

“Nathan may be a top bloke or a sweet person, but what he did was just completely wrong,” Brooks reportedly tweeted in 2013. “He interfered with my life and did not respect my relationship; his actions caused me to not be able to sleep at night and not see the world as a beautiful place.” He added, “…When you hold her hand you better hold it tight because you’re holding my world.”

Ariana Grande later responded on then-Twitter, saying he warned her that he’d “make [her] look bad to the entire world” if they didn’t rekindle. She told Jai she planned to carry herself with “class and dignity.” Then added:

“Know your truth… no one can ever take that away from you. It’s always ok to defend yourself. My fans know what kind of person I am. Never let any man discredit u or the values you were raised with. I’m finally happy. Words can’t hurt me anymore.”

They reconciled again in 2014, but didn’t last very long. Ultimately, they went their separate ways.

Jai Brooks Once Accused Ariana Of Cheating
LOS ANGELES, CA – OCTOBER 13: Jai Brooks attends the Janoskians Meet and Greet at Wet Seal in the Beverly Center on October 13, 2013 in Los Angeles, California. (Photo by Vincent Sandoval/WireImage)

Nathan Skyes: Her Alleged Cheating Partner

Amid her breakup up from Jai Brooks, Ariana Grande did indeed move on to Nathan Skyes. They reportedly were together for about five months after collaborating on the track, ‘Almost Is Never Enough.’ By December 2013, Ari and Nathan had parted ways on good terms. In 2016, they linked again for another song, ‘Over and Over Again.’

Nathan Skyes: Her Alleged Cheating Partner
LONDON, UNITED KINGDOM – OCTOBER 11: Ariana Grande and Nathan Sykes pictured arriving at the BBC on October 11, 2013 in London, England. (Photo by SAV/FilmMagic)

Big Sean Was Her “Most Amazing Man” In 2014

After Jai, Nathan and Jai again, Ariana Grande switched up her type and went public with Big Sean. In August 2014, they were spotted leaving a movie theater, E! News reports. He confirmed their relationship during an interview the following month, calling Ari “very special” to him. She also spoke lovingly of him in the press. Years later, when she wrote ‘Thank U, Next,’ she admitted that she thought they’d end up together but he “wasn’t a match.” Their relationship ended in April 2015, allegedly because their tour schedules weren’t syncing up. A later joint statement later claimed they remained close friends after breaking up.

LOS ANGELES, CA – FEBRUARY 08: Singers Ariana Grande and Big Sean attend The 57th Annual GRAMMY Awards at the STAPLES Center on February 8, 2015 in Los Angeles, California. (Photo by Jason Merritt/Getty Images)

Mac Miller: The One Whose Death Crushed Ariana Grande

Ariana and Mac Miller had been in each other’s circles since 2012 after collaborating on music. He denied any romantic vibes between them in April 2013, making it clear Grande was “the homie.” However, by August 2016, dynamics had shifted and they public with their relationship at the MTV Video Music Awards. They made more music together and he carried her through the intensity of the bombing at one of her shows in 2017, per PEOPLE.

Then, in May 2018, Ariana Grande reportedly revealed on Instagram Stories that he was still her “best friends in the whole world” no matter what. Four months later, in September 2018, Mac Miller fatally overdosed. The following year, she opened up about the immense grief she felt, calling it “all-consuming” and admitting that she was his glue for “such a long time,” but became gradually less sticky over time. “He was the best person ever and he didn’t deserve the demons he had,” Ari told Vogue in July 2019.

Pete Davidson Proposed In ONE Month

Soon after her breakup with Mac Miller, Ariana Grande found herself in Pete Davidson‘s arms. Within weeks of dating, Pete proposed in June 2018. He reportedly put a $100,000 ring on her finger and moved in with her in New York City. Their love affair was very public, including the tattoos they dedicated to each other.

In October 2018, a little over a month after Mac Miller died, Ari and Pete Davidson broke up, TMZ reported. Timing, sources claimed, was a factor in the split.

NEW YORK, NY – AUGUST 20: Pete Davidson and Ariana Grande attend the 2018 MTV Video Music Awards at Radio City Music Hall on August 20, 2018 in New York City. (Photo by Kevin Mazur/WireImage)

 

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Cassandra Santiago

Cassandra Santiago

Cassandra Santiago is a multimedia journalist, editor, and editorial strategist with over a decade of experience shaping conversations across arts, entertainment, culture, and global news. A graduate of the University of Iowa, she has built a cross-platform career spanning newspapers, magazines, radio, and digital media. She joined The Shade Room five years ago and currently serves as a Senior Editor, where she leads editorial direction, oversees exclusive coverage, and trains and edits a team of writers. Cassandra has played a key role in developing high-impact content and editorial strategies for an audience of more than 30 million, contributing to platform growth, engagement, and monetization across multiple channels. In addition to her leadership role, she remains a daily contributor, with her articles generating more than 41 million views since 2023. Beyond The Shade Room, Cassandra offers freelance social media strategy services, speaks on the influence and impact of Black media at public panels, and owns Did It For You, an event design company in the DC, Maryland, and Virginia area. She is Poynter Institute–certified and was named to the DMV’s 35 Under 35 list in 2024.

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