Miley Cyrus‘ style has certainly evolved over the years, going from her country roots and Hannah Montana days to the rebellious risk taker we know and love today. She has long since said goodbye cowboy boots and hats (and, gah! — skirts over footless tights?), trading them in for a badass rock and roll vibe that showcases her ability pull off any tricky combination (even if it involves questionable pieces, like fully embroidered vests).
Still, while Cyrus‘ current fashion choices look quite different from, say, circa 2007 Miley, there are a few staples she’s continued to rely on over the years. And, even better? They’re actually versatile items that belong in everyone’s closet. With a few quick moves and additional accessories, you can easily add your own personal twist, cycling through them again and again with different pairings.
Miley Cyrus’ Crazy Style Evolution: From Grunge to All-Out Glam
A total transformation! Miley Cyrus has had quite the dramatic style transformation since she stepped into the spotlight with her 2006 hit show Hannah Montana.
Because while she may have started out in sweet dresses and cowboy boots that took inspiration from her country roots, she made it clear in the years that followed that she’s not afraid to shy away from shock value when it comes to her style.
In a behind-the-scenes video with ScreenSlam in August 2016, she revealed that her skin-baring on-stage looks and out-of-the-box fashion statements are actually a form of distraction.
“The way I dress to distract — it’s a comforting thing to me,” she said. “I think style can be something that can make you feel comfortable. It’s something to kind of not maybe just have everyone staring into you should. That’s [fashion] is giving them something to look at.”
While the “Party in the USA” singer has taught Us to always be prepared for a style surprise (think: her Simone Harouche bubble dress at the 2015 MTV Video Music Awards), she’s also fully equipped at rocking a gorgeous gown or sophisticated suit.
Because according to a 2021 interview she did with Vogue, Cyrus’ wide-ranging style is pretty reflective of her personality at any point in time.
“Fashion to me is kind of like flipping yourself inside out. It’s like wearing your heart, wearing your guts, wearing your values, wearing your identity, wearing your pain, wearing you joy,” she revealed. “There’s something kind of childlike about it. You’re so fearless when you get yourself dressed when you’re a kid. You don’t think about what someone will think of you or what they’ll judge.”
She added: “It’s just about expression and how you feel that day. There’s a fearlessness. And so when I get dressed, I try to kind of think like my inner child and be genuine and authentic in whatever I’m wearing.”
From uber-girly ensembles like her maroon, princess-esque Zac Posen tulle gown at the 2018 Grammys to her bondage-inspired leather look at the 2019 iHeartRadio Music Festival, Cyrus definitely doesn’t stick to any particular aesthetic.
So without further adieu, keep scrolling to see how the “Slide Away” singer’s style has evolved from her Disney channel days to her present-day edge. Us Weekly’s Stylish is rounding up her most memorable looks of all time, ahead!
Style Rules Miley Cyrus Has Been Following For Years
Cyrus is never afraid to go big, especially when it comes to her hats. The singer often uses this accessory to pay tribute to her southern roots while staying true to her current style. Over the years she’s demonstrated how a wide-brim can quickly elevate any outfit, from basic jeans to dress pants, while also providing sun protection.
The more the better
Whoever said less is more was sadly mistaken. Cyrus has repeatedly proven this theory wrong with her stacks upon stacks of jewelry and chains. Although she dares to mix daintier pieces with chunky ones, the star often sticks to a color scheme such as silver and black when layering her necklaces and bracelets. This helps to create a combination that’s more coordinated than chaotic, and is easy to incorporate into any outfit.
Taking the Plunge
If you got it, flaunt it. The singer knows that a great way to show some skin is with a low-cut neckline, and we’ve spotted her pulling this move on multiple red carpets. Even if she’s wearing all black, this style adds an attention-grabbing, sexy twist. Plus, once again, layered jewelry helps to complete the look.
It’s almost unfair how well the star pulls off a blazer. With nothing underneath, it’s like business and party in the U.S.A. front. It’s also worth noting that this structured wardrobe essential never goes out of style. Even if you aren’t a fan of skipping a shirt — or adding a bralette to nail the bracket trend — you can style an oversized option with jeans and a graphic tee for a grungy-chic outfit.
Topping Things Off
A bra top isn’t a go-to for everyone, but for Cyrus, it’s a must-have. Whether it’s wrap-around style, knit, or simple and black, she has proven this piece is much more than just lingerie. Cyrus has no problem wearing her bra tops solo, but they can also be styled under a blazer or over a shirt. Time and time again, she’s nailed this look.
Sure, the naked dress is nothing new, but let’s not forget that Miley is the queen of this trend. From glamorous see-through gowns to the the time she blessed us with her sheer dress at the 2020 VMAs with a pair of matching gloves, she thoroughly enjoys this jaw-dropping look.
A bold leather look is the epitome of cool girl style, and the possibilities for outfits are truly endless — just take a look at all the ways Cyrus has worn this material. It somehow takes every article of clothing to the next level, whether it’s pants, jackets, or skirts, and basics such as turtlenecks and tees are immediately amped up with the addition of this texture. While we’ve seen a surge in leather button-downs as of late, a belted leather dress is one of the easiest way to show off your bad-girl side.
To some, an all-black look may seem basic, boring, understated, or expected. But alas, Cyrus is here to demonstrate how it doesn’t have to be that way. By playing around with texture — faux fur, sparkles, knit materials, leather, etc. — her looks are anything but average, and she also makes sure to add eye-catching details, such as ripped denim and oversized layers.
Risk taker is practically Cyrus’ middle name, and clearly, she’s someone who isn’t afraid to bare it all — or, you know, cover up certain bits with sparkly pasties. Somewhere between the Bangerz and Dead Petz eras, these tiny strips of material became a fashion staple for Cyrus, and she fully committed to the look. Sometimes, her pasties are embellished. Sometimes, they’re just perfectly placed straps. But, we’ve definitely gotten used to seeing the singer in barely-there outfits like these.
Denim is one of those things you can wear forever, and Cyrus has embraced almost every cut and style, whether she’s wearing printed pieces or doubling up. Pretty much all denim styles cycle through again, and the singer proves that it’s worth it to hold onto ‘outdated,’ vintage finds — even ’90s-style low rise jeans, which have made a comeback.
Larger Than Life Sunglasses
Cyrus has no problem blocking out the haters — or the sun. Her sunglasses collection is full of fun frames, tinted lenses, and embellished designs. Go big with oversized rectangular frames like the star, and add a mask for all over protection.
What are her favorite outfits?
Miley Cyrus appeared on her NBC’s special “Miley’s New Year’s Eve Party” wearing Bronx and Banco Jamilla Gown ($1,200.00 – wrong color), Domed Cuff Bracelet in 18K Gold ($11,750.00), Tubogas Five Row Wrap Diamond Bracelet in 18K Gold ($7,750.00), Hammerman Brothers Diamond Cuff Bracelet in 18K Gold ($13,000.00), Italian Tubogas Triple Coil Bracelet in 18K ($13,750.00) and Carlo Weingrill Diamond Bangle Bracelet in 18K ($7,050.00) all from Beladora, and René Caovilla Cleo High-Heel Sandals ($1,494.00).
Miley Cyrus: Colorblock Blazer, Black Pants
Miley Cyrus shared some pictures on instagram wearing Ashlyn Spring 2022 Ready-To-Wear Look 9 (Not available online), Emma Brewin Black Zsa Zsa Hat (£470.00), Chanel Jersey Quilted Reissue Medium Flap (Sold Out) and Simon Miller Scrambler Leather Chelsea Boots ($540.00).
Miley Cyrus: Black Jumpsuit, Blue Pumps
Miley Cyrus for The Tonight Show starring Jimmy Fallon – NBC
Miley Cyrus performed on The Tonight Show starring Jimmy Fallon wearing Saint Laurent Spring 2022 Ready-To-Wear (Not available yet), Tiffany & Co. Schlumberger Diamond Ring ($2,350.00), Black Diamond Ring ($2,450.00), Carlo Weingrill Tubogas Bangle ($8,450.00), Tubogas Diamond Bracelet ($2,950.00) and Curb Link Cuff Bracelet ($4,850.00) all from Beladora.
Miley Cyrus: Black Fringe Dress, Gold Sandals
Miley Cyrus promoted NBC’s Miley’s New Year’s Eve Party wearing vintage Bob Mackie Fringe Beaded Dress (Sold Out), Castle Rings ($235.00 each), Plaza Ring ($250.00) and Small Dune Hoops ($105.00) all by Dean Davidson, and Amina Muaddi Lupita Mule Sandals ($597.00 – wrong color).
In another shot Miley wore Motel Rocks Jezabel Zebra Dress (Sold Out) with Prada Smoking-Lips Slingback Sandals (Sold Out). Miley Cyrus shared some pictures on instagram wearing a Simon Miller Spring 2022 RTW (Not available yet) and Iindaco Midnight Ade Sustainable Sandals (€410.00).
Miley Cyrus: Embellished Mini Dress and Boots
Miley Cyrus shared some pictures performing in Dsquared2 Fall 2021 RTW Look 46 (Not available online), Anne Sisteron 14kt White Gold Diamond Large Bella Hoops ($8,465.00) and Balenciaga Crystal-Embellished Over-The-Knee Boots (Sold Out).
Miley Cyrus: Blue Polo Sweatshirt and Pants
Miley Cyrus shared some pictures on instagram wearing Hillier Bartley Resort 2022 Look 17 (Not available online), Gucci Aviator Tortoiseshell-Acetate Sunglasses ($297.00) and Simon Miller Scrambler Boots ($540.00).
In short, she loves a statement pant and hat, lots of denim, vintage, and an all-black moment. You, too, can do this. Below, some of Miley Cyrus’ standout style essentials, and the easiest way to cop her look without having to plot out a long con of befriending Marc Jacobs.
The young singer admits that she thinks it’s important to find something that makes you feel comfortable as a performer, and that style is a way for her to do that. “It actually makes me feel very uncomfortable sometimes,” she adds. “That’s why I talk an obnoxious amount – to fill the awkward space.”
Walmart announced the introduction of Miley Cyrus & Max Azria, a new clothing line available only at Walmart. The line will arrive in all Walmart stores and on Walmart.com in early August, and includes tops, pants, graphic tees, shoes and accessories, all priced less than $20.
The insider continued, explaining that Miley often chooses to go out in public without a bra or underwear. “She thinks it looks cool,” the source reveals, “She is not expecting to give people a free show.” So it sounds like none of Miley’s inner circle care how she dresses!
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