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In a shocking revelation during the Hannah Montana 20th Anniversary Special, Miley Cyrus just confirmed she secretly dated Dylan Sprouse on Disney Channel. “Dylan Sprouse was my boyfriend,” the pop icon revealed to the world today. The brief tween romance has resurfaced, giving fans a nostalgic glimpse into the Disney Channel dating lives of two of the network’s biggest stars.
🔥 Quick Facts
- Anniversary Special: Hannah Montana 20th Anniversary streamed today (March 24, 2026) on Disney+ and Hulu
- Miley’s Confession: Interviewed by Alex Cooper, she stated Dylan was “the cutest” during their romance
- Dylan’s Status Now: Married to model Barbara Palvin since July 2023
- Previous Admission: Dylan first mentioned dating Miley on Jimmy Kimmel Live in 2008
Miley Reveals Disney Romance That Nobody Knew About
During her sit-down interview with Alex Cooper at the Hannah Montana 20th Anniversary Special, Miley Cyrus opened up about her secret relationships from the Disney era. She confirmed what fan communities had long suspected: she actually dated her fellow Disney Channel star for a brief period. “Secretly, OK, Dylan Sprouse was my boyfriend.” The moment caught many by surprise since the romance had been largely forgotten over two decades. Miley went on to say she thought he was extremely attractive at the time, making the revelation even more charming and nostalgic.
The confirmation came as part of a larger candid conversation where Miley discussed her crushes and relationships during her tween years. She also revealed she had a crush on Mitchel Musso during her Hannah Montana days, painting a picture of a young actress juggling fame, feelings, and her secret superhero persona on screen.
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Dylan Sprouse’s Original Interview About Miley Dating
Interestingly, Dylan Sprouse had previously mentioned his romance with Miley Cyrus all the way back in 2008 when he appeared on Jimmy Kimmel Live. During that interview, he downplayed the relationship, making it sound casual and brief. “We met at her set, I believe, and we dated,” he explained at the time. However, he was notably less enthusiastic about discussing the details compared to Miley’s recent characterization of him as “the cutest.” The Suite Life of Zack and Cody star kept the discussion light, suggesting the romance lasted only about a day or two.
Now, nearly two decades later, both former Disney stars have given their accounts of the relationship, offering fans a delightful piece of behind-the-scenes Disney history. The romance appears to have ended when Miley briefly dated another high-profile celebrity during the same era.
Dylan Sprouse’s Dating Timeline and Current Life
| Relationship Period | Details |
| 2008-2009 | Dated Miley Cyrus during Hannah Montana era |
| 2010 | Relationship with Kara Crane (confirmed dating) |
| 2014-2017 | Three-year relationship with Dayna Frazer |
| 2017-Present | Model Barbara Palvin (married July 2023 in Hungary) |
From Disney Romance to Marriage with Barbara Palvin
Dylan Sprouse has certainly navigated a lot since his brief Disney Channel romance with Miley Cyrus. Unlike his twin brother Cole Sprouse, who has had several high-profile relationships, Dylan kept his dating life relatively private. In 2017, everything changed when he connected with stunning Victoria’s Secret model Barbara Palvin through a simple Instagram direct message. What began as a DM turned into a serious relationship.
The couple dated for approximately six years before Dylan proposed in September 2022. They then exchanged vows in a stunning ceremony in Barbara’s native Hungary in July 2023. Since their wedding, Dylan has spoken openly about how marriage has transformed him positively. He mentioned that Barbara pushes him to “dress better” and be a better version of himself, revealing the deep connection they share.
“I think he was the cutest,” Miley Cyrus recalled about her Disney Channel boyfriend Dylan Sprouse during the Hannah Montana anniversary special.
Written statement from Miley Cyrus in exclusive interview
What Does This Hannah Montana Revelation Mean for Fans?
The confirmation of Dylan Sprouse and Miley Cyrus dating adds another beloved piece to the Disney Channel legacy puzzle. For fans who grew up watching both stars on the network, the revelation feels both surprising and oddly fitting. Miley’s honesty during the 20th Anniversary Special showcases how the entertainment industry brings together young actors who often develop genuine connections. The fact that Dylan is now happily married to Barbara Palvin doesn’t diminish the sweet memory of young love in the spotlight. Both actors have moved forward brilliantly, proving that Disney connections can spark heartfelt moments that last a lifetime in fans’ memories. Will the Hannah Montana anniversary special inspire more celebrity reveals about hidden relationships from the golden age of Disney Channel?
Sources
- E! News – Comprehensive coverage of Miley Cyrus’ Hannah Montana anniversary special confessions with direct quotes verified from official Disney+ broadcast
- Bustle – In-depth analysis of Miley Cyrus and Dylan Sprouse’s secret Disney Channel romance and relationship timeline
- Rolling Stone – Hannah Montana 20th Anniversary Special takeaways and entertainment industry commentary on the romantic revelations
