In a recent statement, Miley Cyrus confirmed fan speculation about her relationship with the Sprouse twins. During the Hannah Montana 20th Anniversary Special, which premiered yesterday on Disney+, she shared details about her dating life while filming Hannah Montana for Disney Channel. Cyrus played Miley Stewart, a teenage girl with a double life as pop star Hannah Montana. The show, which started 20 years ago, influenced a whole generation’s views on music, fame, and identity.Cyrus talked about spending time with Dylan Sprouse, confirming that he was both a former boyfriend and an early crush. This revelation addresses long-standing fan theories from the time when both shows aired together. She said, “Dylan Sprouse was my boyfriend … I think he was the cutest … Dylan was my crush.” Miley also mentioned that they enjoyed sushi meals with their dad, noting that it was fun to hang out with both Dylan and his twin brother, Cole.MILEY CYRUS DATED DYLAN SPROUSE WHEN THEY WERE KIDS???????? omg— rodri (@perchin9999) March 24, 2026 The Disney Channel Timeline and ContextAll 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 Hannah Montana and The Suite Life of Zack and Cody’s popularity when all three young stars were navigating fame, busy production schedules, and the complications of teenage relationships while being in the public eye. 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, with Alex Cooper representing contemporary entertainment figure whose podcast has become one of the most popular in recent years creating bridge between early 2000s Disney Channel fans and those who follow Cyrus’s adult career.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 The Walt Disney Archives DisplayThe Walt Disney Archives showcased costumes, Miley Cyrus’s guitar, and Hannah Montana’s iconic wig at the premiere of the Hannah Montana 20th Anniversary Special celebrating 20 years of the beloved Disney Channel series, with the event having taken place at the El Capitan Theatre in Los Angeles with Cyrus reuniting with co-stars Jason Earles, Moisés Arias, Shanica Knowles, Anna Maria Perez de Tagle, Cody Linley, and David Archuleta. The Walt Disney Archives display at the El Capitan Theatre premiere featured a carefully curated selection of Hannah Montana memorabilia that represents the show’s visual identity and cultural impact, with two costumes from the series showcasing the distinct wardrobe aesthetics that differentiated Miley Stewart’s everyday teenage style from Hannah Montana’s glamorous pop star persona.Credit: Sam CarterMiley’s guitar represents the musical foundation of the series as the show revolved around music performance and songwriting, with many episodes featuring original songs that became genuine radio hits, while Hannah’s iconic blonde wig perhaps represents the most recognizable prop from the entire series, as the wig served as the primary visual transformation that allowed Miley Stewart to become Hannah Montana.The Disney Channel Set RecreationsThe special was filmed in front of a live studio audience and produced by HopeTown Entertainment and Unwell Productions, featuring never-before-seen archival footage and an in-depth interview with Cyrus that provides a new perspective on her time as Hannah Montana. Some of the most memorable sets from Hannah Montana, including the Stewart family living room and Hannah’s closet, were recreated for the special, demonstrating Disney’s dedication to authentic nostalgia by replicating specific physical spaces that fans remember from watching the show.Credit: DisneyThe Stewart family living room represents the domestic setting where much of the show’s family dynamics and comedic moments took place, with the space serving as a backdrop for scenes involving Miley’s relationship with her father, Robby Ray Stewart, played by Billy Ray Cyrus, and her brother, Jackson Stewart, played by Jason Earles. Hannah’s closet represents one of the show’s most iconic visual elements as the revolving closet served as the physical location where Miley transformed from a regular teenager into a pop star, creating a symbolic representation of the show’s themes about identity transformation.The Emily Osment AbsenceNotably, Emily Osment, who played Lilly Truscott, who was Miley’s best friend in the series, missed the event due to filming commitments for Georgie & Mandy’s First Marriage, but remains a cherished character in the series, with her absence being notable given that Lilly was one of the most important supporting characters and Miley’s confidante throughout the show’s run.The Fan ReactionsSocial media buzzed with nostalgia over the Hannah Montana 20th anniversary special, with fans calling for “I Wanna Know You” with David Archuleta to return to Spotify due to the absence of key songs from the franchise on streaming platforms. Many expressed a strong desire to attend the live taping, reflecting the deep emotional connection fans have with the show that shaped their childhood and musical identity. These reactions highlight Hannah Montana’s status as a cultural touchstone, still generating excitement for new content two decades after its premiere.The Dylan Sprouse CareerSince his rise to stardom on The Suite Life of Zack and Cody, Dylan Sprouse has continued to work as an actor and has also been involved in broader business ventures, including a Brooklyn meadery called All-Wise Meadery, which he co-founded, demonstrating his entrepreneurial interests beyond acting. His twin brother, Cole Sprouse, also continued acting and became especially well known to a newer audience for playing Jughead Jones on Riverdale, which ran for seven seasons from 2017 to 2023, creating a new generation of fans who know Cole from Riverdale rather than from The Suite Life.Credit: DisneyThe Record-Breaking Disney Channel LegacyHannah Montana’s success remains impressive even today, with the series having produced 14 platinum and 18 gold albums, two hit movies, and over half a billion hours streamed on Disney+ since its launch, highlighting its lasting appeal.The post Miley Cyrus Shakes Up the Internet With Disney Channel Dating Confession appeared first on Inside the Magic.