Miley Cyrus Hairstyles That Made Us Cringe

At the 2025 Vanity Fair Oscar Party, Miley Cyrus sported a pulled back ‘do with short bangs. Bob Recine actually cut the bangs on the way to the event — and it showed. Though micro bangs can bring a vintage flair to your haircut, Cyrus’s choppy, uneven take coupled with her bleached brows didn’t compliment her face shape. Not everyone was feeling the look on social media either, with one X, formerly known as Twitter, user writing, “Why are some Smilers confidently lying about Miley’s bangs looking good ?? Like no it doesn’t.”

Miley Cyrus caused a stir at the 2024 Grammys. Her chest-length, voluminous, caramel brunette locks tresses were pushed back, with intense Velcro roller volume. The problem was it looked like she’d had the top of her vehicle down on the way to the event as the hair appeared windswept — not like she had a carefully styled ‘do. “[We wanted] a style that felt like it had a ’70s, Barbarella feel while still having a modern, punk edge,” her hairstylist Bob Recine told People, but the result looked dated.

Though the fob (aka the fringe bob) was the most iconic hair look of 2024, when Miley Cyrus tried it in 2013, it made us cringe. Her choppy, graduated take at the 24th Annual KROQ Almost Acoustic Christmas event aged her (she was only 21) and the blond highlights and light toffee color washed her out. To make the look more youthful, we’d have cut a blunter bob with less tapered ends a la the sleek French bob for a chicer, more modern style.

In 2016, Miley Cyrus rocked platinum blond locks in small buns with long, full bangs at a basketball game. This style had us cringing not because it looked bad, but because of how much she regretted it. Cyrus wrote on Facebook she’d used an at-home box dye, and admitted, “Either this s**t needs to grow out at super speed or I’m about to go in for a f**kin hair cut realllllll quick!!!” Though box dyes can work in a pinch, we’d always recommend going through a stylist to avoid potential hair damage.

Though we love Miley Cyrus’ dedication to changing her locks, when she went for a stand on end style at the 2012 MTV Video Music Awards, her strands were a little too long to work. Her hair was super blond with very short sides and her stylist created a bold pompadour in the center of her head, but all the spray/gel made it look unnaturally crunchy. One fan tweeted, “This look that you showed at the VMA’s, doesn’t work for you.”