Miley Cyrus is once again capturing the spotlight, but this time it isn’t for a chart-topping hit. The Grammy winner recently sent shockwaves through the “Disney adult” community by confirming a long-rumoured childhood romance. During a deep-dive interview, Cyrus finally admitted that she dated The Suite Life of Zack & Cody star Dylan Sprouse during their rise to fame.
This revelation serves as a nostalgic bridge to her past, highlighting how much her life and her approach to love have transformed since her days wearing the blonde wig.
The Secret Disney Romance: Miley and Dylan
For years, fans speculated about the chemistry between the stars of Disney Channel’s Golden Era. But now, Miley has officially set the record straight regarding her brief fling with Dylan Sprouse.
- The Confession: Speaking on the Hannah Montana 20th Anniversary Special, Miley revealed that Dylan was her secret boyfriend. She reminisced about his charm, calling him the cutest of the era.
- The Triple-Date Dynamic: Dating a twin came with unique circumstances. Miley shared that their dates often turned into family outings. Dylan’s father would take Miley Cyrus and Dylan Sprouse, and his brother Cole, out for sushi, creating a two-for-one dating experience.
- The Jonas Interference: While the romance was sweet, it was short-lived. Dylan previously joked that their middle-school romance ended the moment Nick Jonas walked into the room. Miley’s recent comments confirm that the transition from Sprouse to Jonas was a pivotal moment in her early dating life.
The First Love Era: Nick Jonas and Justin Gaston
As Miley’s fame exploded, her romantic life became a central theme in her songwriting. She moved from innocent crushes to intense first loves.
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Nick Jonas (2006–2007): This relationship defined a generation of Disney fans. Miley famously referred to Nick as her Prince Charming. When they broke up, she channelled her heartbreak into the rock-pop anthem 7 Things, cementing her status as a relatable voice for teenagers everywhere.
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Justin Gaston (2008–2009): Shortly after her split from Jonas, Miley dated the Nashville Star contestant. Their nine-month relationship marked a transition point as she began to distance herself from her younger Hannah Montana image.
A Decade of Liam Hemsworth
No name is more synonymous with Miley’s romantic history than Liam Hemsworth. Their relationship was a ten-year rollercoaster that grew alongside her career.
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The Spark: The pair met on the set of Nicholas Sparks’ film The Last Song in 2009. Their off-screen chemistry was immediate and undeniable.
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The Public Breakups: Between 2010 and 2013, the couple split and reunited multiple times. This period included their first engagement and Miley’s provocative Bangerz era.
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Marriage and Finality: After a long hiatus, they reunited in 2015 and eventually married in an intimate ceremony in 2018. However, the marriage lasted less than a year. They officially divorced in 2020, citing irreconcilable differences.
Exploration and Self-Discovery
Following her divorce, Miley entered a period of rapid personal growth. She explored her identity and dated various high-profile individuals.
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Kaitlynn Carter: Miley had a brief, highly publicised summer romance with the reality star. This relationship helped Miley navigate the immediate aftermath of her marriage.
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Cody Simpson: Miley dated the Australian singer for nearly a year. The two were frequent collaborators on social media, often sharing workout videos and musical covers. They eventually ended their romance to focus on their individual paths.
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Stella Maxwell and Patrick Schwarzenegger: These shorter relationships showcased Miley’s fluid approach to love and her willingness to be open about her pansexuality.
The Present: Stability with Maxx Morando
Today, Miley finds herself in what many describe as her most stable relationship yet. She has been dating Lily drummer Maxx Morando since 2021.
- A Private Connection: Unlike her past romances, Miley keeps her life with Maxx relatively low-key. They share a deep connection through their mutual love for music and art.
- Moving Forward: Recent reports suggest the couple has moved in together. After years of public scrutiny and high-drama breakups, Miley appears to have found a sense of peace and creative partnership with Morando.
Miley Cyrus has lived her entire life under a microscope, with every heartbreak documented in the tabloids and her lyrics. From her two-for-one sushi dates with the Sprouse twins to her current, grounded life with Maxx Morando, her journey reflects a woman who isn’t afraid to evolve. She continues to honour her past with nostalgic reveals while firmly embracing a future defined by her own rules.
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