Miley Cyrus recently surprised fans by confirming that she once dated Dylan Sprouse during their early Disney Channel years. Speaking during her Hannah Montana 20th Anniversary Special, she admitted she had a crush on Dylan and thought he was “the cutest.”

The revelation gave longtime fans a nostalgic glimpse into the close connections between young Disney stars. Miley shared that dating Dylan also meant spending time with his twin brother, Cole, recalling those moments with humor and affection.

Their paths crossed multiple times on Disney Channel through memorable crossover events, making the story especially meaningful for viewers who grew up watching those shows. What had once been just a fan rumor is now officially confirmed.

Miley reflected on how much life has changed since those early television days. Dylan had joked in a past interview that their brief romance ended when Nick Jonas entered the picture, and Miley admitted she had strong feelings for Nick at the time.

Looking back, she seems to view those early relationships with warmth and perspective rather than drama. Her reflections highlight how childhood experiences shaped the stars they would become.

Since her Disney days, Miley has grown into a successful artist with a life far beyond her early television fame. She is now engaged to musician Maxx Morando.

The anniversary special offered fans more than entertainment; it was a chance to revisit a beloved era and relive the memories of shows that felt personal and familiar.

For many, Miley’s stories were a reminder of how the pop culture of the 2000s shaped a generation of viewers and stars alike, adding new layers to the nostalgia surrounding Disney Channel’s golden years.