Miley Cyrus and Maxx Morando's Complete Relationship Timeline

Miley Cyrus has been in the public eye for decades, with fans growing up alongside her, embracing every era of her career, style, and relationships. But living in the spotlight also meant that her personal life was rarely private—something she felt deeply during her decade-long relationship with ex-husband Liam Hemsworth. The two had a famously on-again, off-again romance, tying the knot in 2018 only to file for divorce in 2020. As Cyrus navigated heartbreak under public scrutiny, she eventually found love again.

Enter, Maxx Morando. Best known as the drummer for the rock band Liily (and formerly a member of The Regrettes), Morando was introduced to Cyrus through a blind date, and their connection was instant. Though the two have been linked since 2021, the internet is catching up more recently, curious about the mystery man by Cyrus’s side at many major awards shows. Ther 2025 Oscars red carpet moment, for example, made waves and sparked much curiosity.

Scroll on for a complete timeline of their relationship and dating history, from their fateful first meeting to their latest appearance together.

June 2021: Miley Cyrus' Blind Date

Cyrus and Morando were set up on a “blind” date by mutual friends—though, in reality, Morando knew exactly who he was being matched with. The meeting seemed to spark an immediate connection, setting the foundation for their romance.

September 2021: Morando Designs Stage Outfits for Cyrus

During an interview with Vogue, Cyrus revealed that one of her stage outfits for her Summerfest performance was designed by Morando. Calling him one of her favorite emerging artists, she stopped short of confirming anything romantic. But the public acknowledgment—and Morando’s likely blush at the compliment—hinted at something more.

November 2021: Dating Rumors Begin

Dating rumors officially kicked off when the pair attended the Gucci Love Parade together. While they didn’t confirm their relationship, their joint appearance at the high-profile fashion event signaled that they were more than just creative collaborators.

March 2023: Fueled Speculation After a Versace Runway Show

Sources close to Cyrus revealed that they've never seen Cyrus as happy as she was in years, especially after her highly publicized divorce from Liam Hemsworth. Around the same time, she and Morando were spotted attending the Versace Fall/Winter 2023 runway show together, fueling speculation that their relationship was not only serious but also thriving.

February 2024: Their Red Carpet Debut at the Grammys

The couple made their Grammy Awards red carpet debut, confirming their relationship was still going strong. Reports also surfaced that the two had taken the next big step by moving in together.

November 2024: Cyrus Talks About Their Relationship in an Interview

Cyrus graced the cover of Harper’s Bazaar and, for the first time, spoke candidly about her relationship with Morando. She shared that they get along so well because they’re “alike in many ways” and even revealed that they collaborate musically.

February 2025: They Go to the Grammys, Again

By now, it was clear that Morando was a mainstay in Cyrus’s life. The couple once again attended the Grammys together, reaffirming their relationship's longevity and stability.

March 2025: Their Oscars Red Carpet Debut

Although Morando had attended numerous red carpets with Cyrus before, his Oscars appearance in March 2025 seemed to capture the internet’s attention like never before. Perhaps it was his growing presence by her side—or maybe it was the height of his hair, which commanded attention even in the most star-studded room. Either way, the world was finally catching on to the musician who had quietly been standing next to one of the biggest pop stars of all time.