Miley Cyrus Revealed The Behind-The-Scenes Meaning She Was Trying To Send With That Infamous 2008 Vanity Fair Cover

As someone who literally grew up watching Hannah Montana, Miley Cyrus will always hold a special place in my TV and celebrity-loving heart. Of course, Miley starred in the hit Disney Channel series from 2006 to 2011, which made her a household name.

closeup of miley in a blazer
Steve Granitz / WireImage / Getty Images

Since finishing her run on the show, Miley has been very open when talking about how it was hard to shake her Disney Channel kid persona, and it often led to her being scrutinized by the media and others, in what some label as her "controversial past."

miley with the side of her head shaved and wearing a bear bodysuit
Kevin Mazur / WireImage for MTV / Getty Images

Her latest single, "Used to Be Young," is allowing her to dive into all of the moments that led her to where she is now, and alongside the release of the personal song, she's launched the "Used to Be Young" series on her TikTok where she's re-watching important moments from her past.

miley holding a tablet with a moment from her past on the screen

Of course, a big portion of the videos as of right now have been centered on her days as Hannah Montana/Miley Stewart on Hannah Montana, and how she became a household name practically overnight.

miley and a costar on the show

While revisiting her Hannah Montana era, Miley's been very open about how she tried to separate herself from Hannah as she got older. In Part 13 of the "Used to Be Young" series, she chatted about her first solo record as Miley was part of a double disk featuring Hannah Montana because "at the time, I wasn't valued in the way that Hannah was."

miley talking into a camera about the series

During the time she tried to stand out as just Miley, one controversy occurred, and it involved her posing for the cover of Vanity Fair in 2008 when she was 15 years old. In the piece titled "Miley Knows Best," Miley detailed her journey as a breakout Disney Channel star.

  Vanity Fair / Via

The photos accompanying the piece were taken by the talented Annie Leibovitz and included Miley with her dad Billy Ray Cyrus, as well as a photo of Miley draped in only a sheet and wearing red lipstick. The photo of Miley in the sheet was selected for the cover.

miley holding a tablet

At the time of the interview, Miley was asked if she — or Disney — was nervous about the photo, and she replied, "No, I mean I had a big blanket on. And I thought, This looks pretty, and really natural. I think it's really artsy."

young miley singing on stage
Kevin Winter / Getty Images

When the Vanity Fair cover eventually dropped, people quickly went wild over seeing the Disney Channel star wearing only a sheet — with the New York Post even running a front page article that read: "Miley's Shame. Here's wholesome Hannah Montana as you never expected to see her."

young miley singing on stage
Jean Baptiste Lacroix / WireImage / Getty Images

In response to backlash from the media, parents, and more, Disney issued a statement, saying, "Unfortunately, as the article suggests, a situation was created to deliberately manipulate a 15-year-old in order to sell magazines." They also made Miley apologize to her fans and say she was "embarrassed" about how the photos and article turned out.

miley singing on stage

And now, 15 years after this 2008 Vanity Fair cover, Miley is looking back on it and revealing why the behind-the-scenes moments on the shoot were so important to her.

miley saying, we gotta go there

"2008. Everybody knows the controversy of the photo, but they don't really know the behind-the-scenes, which is always much more meaningful," Miley began in her latest "Used to Be Young" series video.

  Miley Cyrus / TikTok / Via

She continued, saying, "My little sister Noah [Cyrus] was sitting on Annie's lap and actually pushing the button of the camera taking the pictures. My family was on set and this was the first time I ever wore red lipstick."

miley and her family at an event
Kevin Mazur / Getty Images for iHeart Media

"Pati Dubroff, who did my makeup, thought that that would be another element that would divide me from Hannah Montana."

miley as hannah montana on stage singing
Kevin Mazur / WireImage / Getty Images

Speaking about why she thought the image caused such drama at the time, Miley added, "This image of me is a complete opposite of the bubble gum pop star that I had been known for being...and that's what was so upsetting. But, really, really brilliant choices looking back now from those people."

miley speaking into the camera

After Miley posted the TikTok of her talking about the Vanity Fair cover, a lot of fans took to the comments to talk about how they remember how big a deal this harmless photo was:

I also remember being 13 years old and defending Miley with MY LIFE, so some of these comments had me cackling.

Personally, I'm absolutely loving Miley's "Used to Be Young" video series and I love how she's using it as a way to look back at her life and career while also connecting with her fans.

  Miley Cyrus / TikTok / Via

You can watch the full video of Miley talking about her Vanity Fair cover below, and more videos in her "Used to Be Young" series can be found on her TikTok, too.


Used To Be Young (Series) - PART 15

♬ Used To Be Young - Miley Cyrus

Miley Cyrus / TikTok / Via