“Miley Cyrus Unveils Her Top 17 Fashion Moments – From the Iconic VMAs ‘Teddy Bear’ Outfit to Her Shimmering ‘Flowers’ Dress”

During an interview with British Vogue for their Life in Looks segment on Thursday, Miley Cyrus reminisced about her fashion choices throughout her career. The 30-year-old pop superstar shared 17 of her favorite fashion moments, from her innocent Hannah Montana days to her bold Bangerz transformation. Miley’s top fashion moments included her infamous ‘teddy bear’ costume that sparked controversy during her jaw-dropping VMAs performance back in 2013, as well as the golden revenge dress featured in her recent Flowers music video. While discussing her sexy VMAs outfit, Cyrus playfully acknowledged the initial backlash she received, stating that the teddy bear costume “made a lot of people angry.” She went on to explain that the inspiration behind her daring ensemble was a Todd James teddy bear sculpture that reminded her of herself and that she had fallen in love with.

Fashion icon: Miley Cyrus, 30, sat down with British Vogue for their Life in Looks segment on Thursday and went through 17 favorite fashion moments from her career

Miley Cyrus, the renowned fashion icon whose age is 30, had a delightful chat with British Vogue in their Life in Looks segment on Thursday. During the segment, she shared her top 17 fashion moments from her illustrious career.

Polarizing: Miley's top fashion moments included the infamous 'teddy bear' costume that she wore for a jaw-dropping VMAs performance back in 2013

Miley Cyrus stirred up a lot of controversy with her fashion choices, but some of her most memorable looks included the unforgettable ‘teddy bear’ ensemble she donned during an eye-popping performance at the 2013 VMAs.

Epic: The pop superstar also discussed her golden revenge dress that gilded her music video for Flowers this year

Miley Cyrus recently opened up about her iconic gold dress from her music video, Flowers. Instead of focusing on its controversial intent towards her ex Liam Hemsworth, the pop superstar praised the dress’s design and “magic.” She described it as “1991 museum-quality archival” Yves Saint Laurent and revealed how she and her team had a psychic connection when selecting the stunning outfit. The Wrecking Ball hitmaker also discussed her image reinvention, going from Hannah Montana to a sultry tummy-flaunting vixen look, which helped break away from the constraints of child stardom.

Breaking free: The Wrecking Ball hitmaker explained how a decisive teen queen aesthetic in 2010 helped her break free from the constraints of child stardom

Liberating herself: Miley Cyrus shared her experience of how adopting a rebellious persona as a teenage sensation back in 2010 helped her escape the limitations of being a kid star.

Highlights: Miley reminisced about many special memories ¿ one being her 2013 Met Gala punk dress by Marc Jacobs

Miley brought back some wonderful memories as she looked back on some of her favorite moments, including the iconic dress she wore to the Met Gala in 2013 designed by Marc Jacobs.

During an interview, the singer of The Midnight Sky shared some interesting information about her outfit that she wore while performing with Madonna on MTV’s Unplugged show in 2014. The attire was said to be flamboyant cowboy-inspired, and it was a topic of discussion during the interview.

Too good: Miley described the cover for her Endless Summer Vacation album as 'just a little too good'

Miley Cyrus expressed that her album cover for Endless Summer Vacation was “a little too good” and reflected on various style moments throughout her career. She highlighted her transformation from a provocative pop princess to a prominent fashion icon, reminiscing about her punk dress by Marc Jacobs at the 2013 Met Gala and her chic look at the 2019 Grammys. The Midnight Sky singer also discussed her flashy cowboy attire for a performance with Madonna in 2014 and her leopard ensemble with Dolly Parton for New Year’s Eve in 2022. Finally, Miley signed off by leaving a sweet message in her fashion scrapbook encouraging others to “Be Happy + Keep Fashion FUN.”

Scroll to Top