Miley Cyrus Reveals Her “Secret” Relationship With Former Disney Co‑Star Dylan Sprouse.
The Hannah Montana star opens up during the show’s 20th anniversary special
Miley Cyrus has taken fans on a nostalgic trip back to her Disney Channel days — and this time, she brought a long‑rumored teenage romance into the spotlight. During the Hannah Montana 20th Anniversary Special, the singer and actress confirmed that she once secretly dated Dylan Sprouse, one half of the iconic Sprouse twins.
The revelation delighted longtime fans who grew up watching the trio dominate the Disney Channel lineup throughout the 2000s.
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“Dylan Sprouse was my boyfriend”
Speaking with Alex Cooper during the special, Cyrus admitted with a smile: “Dylan Sprouse was my boyfriend, I think he was the cutest.”
Rumors had circulated for years about young Disney stars dating behind the scenes, but this is the first time Cyrus has openly confirmed the relationship. She added, “It’s true, confirmed,” putting an end to years of speculation.
Cyrus also shared that she spent time with both Dylan and his twin brother Cole, joking that their dad would take them all out for sushi. “It was a two‑for‑one. Like, bring the brother. Hello!” she laughed.
Miley Cyrus confirms she dated Dylan Sprouse during her Hannah Montana days:
“Dylan was my boyfriend. He was the cutest. Maybe there was a rumor, but it’s true, confirmed. Their dad would take us to sushi. It was a two-for-one, like, bring the brother. Hello!” pic.twitter.com/pm2Nk6TMss
— Pop Base (@PopBase) March 24, 2026
Disney Channel crossovers and shared screen time
Their paths crossed professionally as well. Fans may remember the major Disney Channel crossover episodes:
- That’s So Suite Life of Hannah Montana (2006)
- Wizards on Deck with Hannah Montana (2009)
These multi‑episode specials remain some of the most beloved moments in Disney Channel history, especially for Millennials and Gen Z viewers who watched them live.
Nick Jonas enters the picture
Dylan Sprouse previously joked about the short‑lived romance during a 2008 appearance on Jimmy Kimmel Live!, saying: “We met at her set, I believe, and we dated. And then Nick Jonas walked by and it was over.”
Cyrus has since acknowledged her teenage crush on Nick Jonas, with whom she later had a highly publicized relationship. She even revealed that the Jonas Brothers opened for her on tour because she didn’t want to be separated from Nick at the time.
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Where they are now
Both stars have long moved on from their Disney-era romances:
- Miley Cyrus is currently engaged to musician Maxx Morando and says she feels “extremely blessed” as she looks forward to building a life with him.
- Dylan Sprouse has continued acting and is married to model Barbara Palvin.
A nostalgic treat for fans
Cyrus’s candid confession adds another layer of charm to the Hannah Montana anniversary celebration, reminding fans of the friendships, crushes, and behind‑the‑scenes stories that shaped an entire generation’s childhood.
The Hannah Montana 20th Anniversary Special is now streaming on Disney+ and Hulu.