In a statement that seems to confirm decades of fan speculation, Miley Cyrus has revealed new information on her relationship with the Sprouse twins, and honestly, Miley Cyrus just dropped a dating bombshell during the Hannah Montana 20th Anniversary Special, which premiered yesterday on Disney+. Cyrus casually revealed new details about her relationship with fellow Disney Channel star Dylan Sprouse, and honestly, fans are absolutely losing their minds over it because it confirms what people have suspected for years.
MILEY CYRUS DATED DYLAN SPROUSE WHEN THEY WERE KIDS???????? omg
— rodri 🌙 (@perchin9999) March 24, 2026
According to Cyrus, the two young stars enjoyed time together off-set while both were rising to fame on the network in their respective series, with Hannah Montana and The Suite Life of Zack and Cody both being massive hits at the same time. In the 20th anniversary special, Cyrus described Dylan Sprouse as both a former boyfriend and an early crush, confirming a piece of fan speculation from the height of the Disney Channel era when both shows were dominating the network.
What Miley Actually Said
“Dylan Sprouse was my boyfriend … I think he was the cutest … Dylan was my crush,” she said during the special, and honestly, the casual way she just dropped this information is wild. She added, “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!” which honestly reveals that the relationship involved spending time with both Sprouse twins and their father, creating a group dynamic where Miley would see Dylan while also hanging out with Cole.
lol imagine if miley cyrus and dylan sprouse went on a double date back then with his brother cole and selena gomez? they would have made the teen magazine front covers. https://t.co/v26H9agkam
— 🌸 (@musicmovies7) March 25, 2026
All three Disney Channel stars were about the same age, approximately sixteen, by the time Hannah Montana: The Movie premiered in April 2009, placing the relationship during the height of both shows when all three young stars were navigating fame and teenage relationships while being in the public eye.
The Special Is Packed
The special hosted by Alex Cooper of the Call Her Daddy podcast features an interview with Cyrus, musical performances, and other appearances and retrospectives tied to the legacy of the series, and honestly, Alex Cooper hosting this is genius because it bridges the gap between early 2000s Disney Channel fans and those who follow Cyrus's adult career. The Walt Disney Archives showcased costumes, Miley's guitar, and Hannah's iconic blonde wig at the El Capitan Theatre in Los Angeles, where Cyrus reunited with co-stars Jason Earles, Moisés Arias, Shanica Knowles, Anna Maria Perez de Tagle, Cody Linley, and David Archuleta.
Emily Osment, who played Lilly Truscott, missed the event due to filming Georgie & Mandy's First Marriage, which is unfortunate because her character was one of the most beloved supporting characters in Hannah Montana history. The special was filmed in front of a live studio audience, featuring never-before-seen archival footage and an in-depth interview with Cyrus, with some of the most memorable sets from Hannah Montana, including the Stewart family living room and Hannah's closet, being recreated.
Where They Are Now
Since her rise to stardom through Hannah Montana, Cyrus has built a major music career and remained one of the most recognizable former Disney stars in entertainment. Dylan Sprouse continues to work as an actor and has also been involved in broader business ventures, including a Brooklyn meadery, while his twin brother, Cole Sprouse, became especially well known to a newer audience for playing Jughead Jones on Riverdale.
The Legacy Is Insane
Hannah Montana's success remains impressive even today, with the series having produced 14 platinum albums, 18 gold albums, two hit movies, and over half a billion hours streamed on Disney+ since its launch, which honestly is wild for a show that premiered 20 years ago.
Miley Fans Are Freaking Out
Social media erupted with excitement over the Dylan Sprouse revelation, with fans expressing shock and jealousy over the teenage Disney Channel romance. Honestly, the reactions demonstrate that Hannah Montana remains a cultural touchstone, still generating excitement for new content two decades after its premiere. The dating confession confirms what many suspected during the shows' original runs when fans noticed chemistry between the stars at Disney Channel events, and honestly, this is the kind of behind-the-scenes information fans have been waiting decades to hear.
