Are Miley Cyrus and Emily Osment Friends?

Many people were first introduced to Miley Cyrus on the popular Disney Channel show Hannah Montana. The show starred a young Cyrus as a high school girl who lives a double life as a pop star, with only her close circle of friends aware of her secret. Emily Osment played her friend Lilly Truscott, and was her partner in crime at practically every turn.

Miley Cyrus and Emily Osment were brought together by ‘Hannah Montana’

Both Miley Cyrus and Emily Osment were hard at work throughout the 2000s. Cyrus came from a family of entertainers and was studying to become an actor herself; Osment had already worked with stars such as Glenn Close and the cast of Friends by the mid-2000s.

Hannah Montana was Cyrus’ breakout role, which she got after repeatedly auditioning and finally landing the job at just 12 years old. Osment’s Lilly was more than just a side character used for comic relief; she was a loyal friend who would do anything for Cyrus’ character Miley, even keeping one of the biggest secrets in the entertainment industry — that her best friend was actually one of the biggest pop stars in the world — to herself.

Miley Cyrus and Emily Osment’s friendship cooled after ‘Hannah Montana’

Hannah Montana ran for nearly 100 episodes on Disney Channel and even made its way to the big screen with Hannah Montana: The Movie in 2009. After the show ended and the cast went their separate ways in 2011, they each went in different directions with their lives.

It was clear that Cyrus was intent on changing her squeaky-clean Disney image before Hannah Montana had even finished; her 2010 album Can’t Be Tamed was her way of saying that she won’t listen to what anyone else tells her to do. By 2013, Cyrus was a far cry from the innocent young actor fans first met thanks to her album Bangerz and a controversial VMA performance with Robin Thicke.

Osment continued to work as an actor after Hannah Montana was over, appearing in TV shows such as Two and a Half Men, Mom, and The Kominsky Method. But there was little indication that Cyrus and Osment stayed in touch as they became busy with their lives and careers throughout the 2010s.

Miley Cyrus and Emily Osment recently had a virtual ‘Hannah Montana’ reunion

There have been a few unofficial reunions between the Hannah Montana cast over the years, but Cyrus herself has been absent. Cyrus and Osment finally reconnected in the March 2020 episode of Cyrus’ web show Bright Minded: Live With Miley

Cyrus called it “the reunion of the decade.” The two reminisced about the past and talked about their fashion choices at the time.

Cyrus also addressed how long it had been since they spoke. “We haven’t gotten to spend much time together,” the “Wrecking Ball” singer admitted. “It’s a good time to reconnect. I’m just really happy we’re getting to connect.”

Osment agreed, acknowledging that the coronavirus pandemic has put many things into perspective. The timing was also perfect: the mini-reunion happened just one day before the 13th anniversary of the series premiere of Hannah Montana.

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