Miley Cyrus and Dylan Sprouse's brief relationship when she was working on 'Hannah Montana', and he appeared on 'The Suite Life of Zack & Cody'.
Miley Cyrus celebrated the 20th anniversary of Hannah Montana on March 24, 2026, with the release of the Hannah Montana 20th Anniversary Special on Disney+ and Hulu. The 59-minute special commemorated the original series, which premiered on March 24, 2006, and was preceded by a world premiere event at the El Capitan Theatre in Los Angeles on March 23, 2026. The special featured an interview conducted by Call Her Daddy host, Alex Cooper, in which Miley reflected on her journey from a teen idol to a global superstar.
During the 20th anniversary special, Miley Cyrus reunited with the original cast members, including Jason Earles (Jackson), Moisés Arias (Rico), Cody Linley (Jake Ryan), Shanica Knowles (Amber), and Anna Maria Perez de Tagle (Ashley). Selena Gomez also made a surprise cameo. Besides Selena's appearance, another highlight of the day was when Miley revealed that she dated Dylan Sprouse during their Disney days. Amid the buzz around the duo, let's explore the reason for their breakup.
Miley Cyrus officially confirmed that she "secretly" dated Dylan Sprouse during her early Disney Channel days. She shared this revelation during the Hannah Montana 20th Anniversary Special during a conversation with host and her superfan, Alex Cooper. After years of fan speculation, the Flowers singer addressed the issue and confirmed it to be true. Sharing that she found Dylan really cute when they dated, Miley stated:
"Dylan Sprouse was my boyfriend. I think he was the cutest... It's true, confirmed."
Miley also recalled going on dates where the twins' father would take her, Dylan, and his brother, Cole Sprouse, out for sushi. She jokingly referred to it as a "two-for-one" because Cole would often tag along. Although the three of them often hung out together, Miley had eyes for only one of the twins, as per E! News. She called Dylan Sprouse her "crush" and shared that she enjoyed the outings and the whole cultural experience. Miley mentioned:
"Dylan was my crush. Their dad would take us to sushi. I was into the whole culture, and it was a two-for-one. Like, bring the brother. Hello!"
Miley Cyrus and Dylan Sprouse's brief relationship reportedly ended because of Nick Jonas. While the 20th Anniversary Hannah Montana Special marked the first time Miley directly addressed the Dylan Sprouse dating rumours, he had previously joked about their brief romance in 2008 on Jimmy Kimmel Live!, noting that they dated until "Nick Jonas walked by." The pair first met on the set of Hannah Montana around 2006, and according to Dylan's earlier comments, the relationship was very short-lived, rumoured to have lasted only a day, before ending when Nick Jonas came around. His exact words were:
"We met at her set, I believe, and we dated, and then Nick Jonas walked by, and it was over."
Dylan Sprouse and Miley Cyrus dated as kids, and hence, it wasn't a serious relationship. Following their breakup, they were romantically involved with several people before finding their current partners. Dylan is married to Hungarian supermodel, Barbara Palvin. The couple tied the knot on July 15, 2023, in an intimate ceremony in Hungary, Palvin's home country. They have been married for over a year and a half. Following their Hungarian wedding, they expressed their wish for a larger American ceremony.
As for Miley Cyrus, she is currently engaged to musician Maxx Morando, the drummer for the Los Angeles rock band, Liily. After four years of dating, their engagement was confirmed in December 2025 after Miley was spotted wearing a beautiful cushion-cut diamond ring on her left hand at the Avatar: Fire and Ash premiere. Regarding Miley's relationship with Dylan, although it was nothing more than a child's play, her admission of their dating thrilled fans.
What are your thoughts on Miley Cyrus and Dylan Sprouse's brief relationship as kids? Let us know.
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