10 Moments Miley Cyrus Will Regret in Her Career

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She doesn’t want to be a Disney princess, and she’s made it quite obvious. In the past two years or so, Miley Cyrus has done everything in her power to distance herself from the Disney name, and she’s done a good job of it. Most of us hardly remember her as the secret pop star with the heavy country accent and Malibu pad living a secret double life; she’s not Hannah Montana anymore. Some say that she’s taken the concept of removing herself from Disney a bit too far. Others believe she’s doing what the vast majority of child stars do as they grow up; rebelling. But the truth of the matter might be drastically different. It seems to some that Miley Cyrus is nowhere near the bad girl she wants us to believe she is. Sure, she’s causing controversy and making changes, but she’s yet to be arrested. She’s yet to be spotted driving drunk or using drugs. She’s working on her bad girl, grown up image without the same troubles as other troubled former child stars.

That makes you wonder whether or not she took a very political approach to her career and rebranded herself as a bad girl, doesn’t it? At a time when she was no longer the pop princess but not quite an adult, she made what might be a very deliberate choice to make sure the world knows she’s not the same innocent little girl anymore, and people might not see that. Her album sales increased, her popularity increased and she managed to become even more famous than ever with her new bad girl image – minus any actual bad girl behavior. Makes you think, doesn’t it? Either way, it’s working for her now. But as she gets older and she becomes more mature, there might be a few career moments Miley looks back on a with a bit of regret (or not, when she realizes that her million-dollar lifestyle is funded thanks to those career moves).

The Naked Pig and Dirt Cover

I’m going to hazard a guess that the thing she might actually end up regretting most in her life is posing nude and covered in mud on a magazine cover with a pig that looks downright shocked.

The Robin Thicke Incident

This one could go either way. This really did make her even more famous than she already was, dancing all up on Robin Thicke at an award show performance and then having her way with a foam finger. But then again, one day her future kids might see that and I can’t think of any parent that would want that.

The Party Pole Dance

Among the top of her possible and eventual regrets is when she was only 16 and she decided to sing her hit song, “Party in the USA,” at the Teen Choice Awards while also doing a little pole dance for all to see. In her defense, she was pretty good at it.

The Underpant Selfies

She made the duckface famous in the late 2000s, and she did it wearing only her underwear. Disney execs must have been losing their minds every time Hannah Montana’s alter ego posted a photo of herself in her underpants making a duck face in a bathroom mirror. Holy rite of adolescent passage that needs to go, stat.

Ethic Inappropriateness

It was 2009 when a photo of Miley and her friends making “Asian” eyes circulated, and people were outraged. It was another “What is going on with this kid?” Moment for the people at Disney working so hard to make sure her reputation was intact. To be honest, I’d be more concerned about the fact that a 16-year-old girl is hanging out with a bunch of people that look her age holding their wine glasses.

The Nick Jonas Photo Debacle

It was 2006, and Miley was dating one of the most eligible bachelors (can we call him that when he was a teenager?) in the world, fellow Disney star and Jonas Brother, Nick Jonas. While their vanilla relationship was quite tame and rather adorable, their breakup led to the discovery of some very private photos the Disney start took with the intention of being for his eyes only. It was a lesson learned; do not take inappropriate photos. They are always there.

The Vanity Fair Scandal

When she was only 15-years-old, she posed nude in Vanity Fair in a piece shot by famed photographer Annie Leibovitz. To be fair, that’s how this particular photographer rolls. To be even fairer, she was completely covered and only showed her back. To be a parent – there is not even a minor chance my 15-year-old is posing like this for a magazine or anything else. To be a little bit grossed out, the shoot also included shots of her with her dad.

Makeout Photos

In 2008 she was dating a boy by the name of, who even knows because he wasn’t famous, and she decided to post photos of the two of them in very intimate positions. I mean, they were just kissing in the ones we’ve seen, but still; she’s a girl who is supposed to be a role model to others.

The Bong Song

When she was 17, someone took a video and several photos of her using a bong and the pictures went viral in about a half second. This is certainly going to be one of the moments she most regrets in her future. She probably learned that these are not the kind of behaviors she should be engaging in, especially in front of a window. In 2011 she called herself a stoner.

The Man Cake

When her then boyfriend, Liam Hemsworth, celebrated his birthday in 2012, Miley got him a cake shaped like a man’s private parts. Okay, so we all do silly things like that from time to time (anyone that’s ever celebrated a bachelorette party) but she then posted photos of herself online posing inappropriately with the cake – several times. Again, we’ve all done that at certain events, but we don’t post the photos. She’ll regret that decision.

Photo by Jamie McCarthy/Getty Images for The General


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