Miley Cyrus Reveals Which “Hannah Montana” Love Interest She Would’ve Actually Dated

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Miley Cyrus is looking back at her time playing Hannah Montana, the role that launched her career, as the Disney Channel show celebrates its 20th anniversary. In a recent interview with Variety, she reminisced about the series, her fans, and even confessed who she would have chosen as a boyfriend from her character’s love interests.

Pop star Miley Cyrus recently celebrated the anniversary of Hannah Montana with a special event on Disney+ on March 24th. Many fans who watched the show growing up gathered at Sunset Gower Studios in Hollywood to see her perform classic songs like “This Is the Life” and “The Climb.” The event recreated the feel of the show’s original run, featuring familiar sets and costumes.

Miley Cyrus explained to Variety that she initially resisted updating Hannah Montana’s style. She wanted to maintain the character’s original look, but acknowledged Hannah’s fashion needed a boost. ‘Now she can afford Gucci,’ Cyrus said, adding, ‘She needs to look a little more sophisticated than she did before.’

The special highlighted the show’s music and lasting impact, but Miley Cyrus also looked back on her character’s love life. She jokingly said she would have had plenty of options if it were real, adding, “Jesse is probably who I’d actually choose, but Jake was a better fit for Hannah.” Jesse, played by Cody Linley, was the sweet, guitar-playing boyfriend who always supported Miley Stewart, and many fans remember their connection fondly.

Cyrus talked about how difficult it was to grow up with so much public attention, and how her experiences on the show reflected her own life. She said, “Being famous as a teenager while I was still figuring things out was sometimes embarrassing, but it also helped me connect with the young viewers at home.”

You know, as a big fan of Miley’s, I always loved seeing her and Billy Ray Cyrus together on screen – it felt so genuine! He wasn’t just her TV dad in ‘Hannah Montana’ – he was actually there for her, appearing in almost every episode – 99 in total, if you can believe it! She’s talked about how much he helped her deal with everything that came with being a child star, and she once said he was on set every single day, so he always knew what was going on and could support her. It’s really sweet to hear how involved he was.

Looking back, Cyrus clarifies she never meant to end Hannah Montana. “I wasn’t trying to get rid of Hannah, I was just growing up,” she explained. She views the anniversary special as a chance to bring her own identity together with the famous character she played. “This special is about finally blending Hannah and Miley into one,” she says.

Miley Cyrus explained that getting sober and going to therapy have helped her feel more connected to who she was as a young person, and allowed her to perform without the anxiety she used to experience. She felt calm and confident during the special, which was a big change from her nervous performances as a teenager. “Being sober lets me be kind and understanding towards myself,” she shared.

This anniversary special isn’t just a trip down memory lane; it’s a tribute to the character, the people who love it, and Miley Cyrus’s journey as a person. She wants the special to encourage viewers to accept all sides of who they are. “I can truly have it all,” she explains, thinking about how much she’s grown and her ability to connect with her past, enjoy the present, and look forward to the future.

On March 24th, Disney+ will stream a special featuring Miley Cyrus revisiting her role as Hannah Montana. She’ll also share her thoughts on the show’s romances, and reveal which pairing she personally would have preferred.

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2026-03-18 23:50