By Gena Oppenheim
7:29am PDT, Oct 31, 2020
To celebrate the Oct. 30, 2020, release of Ariana Grande's sixth studio album, "Positions," Wonderwall.com is taking a look back at some of the pop powerhouse's best style moments… starting with this voluminous gray custom confection by Giambattista Valli that she wore on the Grammys red carpet in January 2020. Keep reading to see the gown she changed into for the live telecast, plus more of our favorite Ari looks…
RELATED: Taylor Swift's best performance looks
Ariana Grande could've easily been mistaken for Jessica Rabbit at the 2013 American Music Awards. She looked like a total bombshell wearing a strapless red Dolce & Gabbana gown with enough sequins to make the whole room sparkle.
Rocking her signature high ponytail, Ariana paired a custom Christian Siriano lavender minidress with a matching pair of Le Silla over-the-knee boots for the Billboard Women in Music event on Dec. 6, 2018.
Ariana Grande slayed the 2016 American Music Awards red carpet in a sleek and sexy menswear-inspired look, rocking a vintage black lace crop top with white Alexander McQueen trousers. For a total temptress effect, Ariana added a dazzling diamond choker and a deep red lip.
Keeping to the "heavenly bodies" theme for the 2018 Met Gala, Ariana Grande wore a simply divine Vera Wang ballgown printed with images of the Sistine Chapel. The angelic ensemble gave us even more reason to believe that "God is a Woman."
Ariana Grande might love a good miniskirt, but she can also bring the black-tie glam! She donned a billowing black Christian Siriano ballgown for the Time 100 Gala on April 26, 2016. The strapless design was classic on top with a fashion-forward bottom full of ruffled layers all the way down the dramatic train.
Wonder Woman, is that you? In a rare appearance without her high ponytail, Ariana Grande put on her warrior face for the 2018 MTV Video Music Awards. Her futuristic look featured a triangular metallic minidress, which could've doubled as a shield, and thigh-high gunmetal Le Silla boots.
We see Ariana Grande's sexy siren side more often than not, but did you know she can also play the girl-next-door role just as well? For the 2013 Style Awards, Ariana served up glam-housewife vibes in a custom Kenley Collins '40s-inspired frock. She paired the pastel blue-and-white sweetheart-neckline number with neutral YSL pumps, Tiffany & Co. pearls, bouncy curls and a red lip. All she was missing was a ruffled apron and a stiff martini.
Ariana Grande's look for the 2016 Grammy Awards was nothing less than red-hot. She wore a floor-length Romona Keveza mermaid gown with a bustier-style sweetheart neckline and button detailing all the way down the back of the elegant train.
For the 2014 MTV Video Music Awards, Ariana Grande brought her best biker-babe style. With the half-up, half-down ponytail she does so well, Ariana looked edgy in a black leather Moschino mini with gold hardware and matching Tom Ford boots.
Versace, Versace, Versace! Ariana Grande wore a show-stopping asymmetrical white number by the design house for the 2015 Grammy Awards. Mesh metal paneling made the otherwise simple gown really pop.
Not only did Ariana Grande debut bangs at the 2016 MTV Video Music Awards, but she also won the menswear game thanks to a killer Alexander Wang ensemble — black trousers with a flirty lace bandeau and matching choker.
Ariana Grande took a page out of Marilyn Monroe's book with an Old Hollywood glam ensemble for the 2016 MTV Movie Awards. Dripping in diamonds, the "Dangerous Woman" singer stunned in a hot pink Michael Costello mermaid gown with a luxurious white faux-fur boa wrapped around her arms.
What happens in Vegas doesn't always stay in Vegas, at least when it comes to a red carpet outfit to remember. For the 2013 Billboard Music Awards in Sin City, Ariana Grande stepped out in a black lace Jovani cocktail dress with a flirty sheer corset bodice. Between the sparkling sequins and subtle leopard print, she was definitely ready to party.
Ariana Grande is probably the only person who can make a simple T-shirt look majorly fierce. In one of her most signature all-around looks, the "7 Rings" singer wore an oversized black-and-white Moschino logo tee and black boots with over-the-knee stockings for the Republic Records MTV Video Music Awards afterparty on Aug. 30, 2015. She rounded out her streetwear ensemble with a red lip and a half-up, half-down topknot.
For the 2016 Billboard Music Awards, Ariana Grande was anything but basic. She donned a mod Atelier Versace halter-style gown with cobalt blue geometric cut-outs and sheer side panels. But even with such an avant-garde print and design, the daringly high slit on the skirt had to be the most eye-catching part of the whole look.
Ariana Grande looked quite foxy in a bright pink ensemble by Naven that she wore to KIIS FM's Wango Tango concert on May 11, 2013. She paired a coordinating high-neck crop top and flowy miniskirt with bold metallic gold pumps.
Ariana Grande might have single-handedly made the LBD a thing of the past. For the 2014 Teen Choice Awards, she wore a sexy white Georges Chakra Couture halter version of the classic featuring a subtly sparkling crystal neck and hemline.
There Ariana Grande goes again with her classic Old Hollywood glam. This time, for the 2014 Grammy Awards, she wore a black silk Dolce & Gabbana midi-length dress adorned with a peach-blossom print. Ariana played off the design's color scheme with coordinating custom Aldo pumps in a light pink shade.
Ariana Grande gave boho a go with a flowy peach number at the 2013 Radio Disney Awards. She paired the chiffon cut-out dress and sheer skirt with a flower-crown-inspired beaded headpiece that would have worked just as well at a music festival.
With her hair pulled all the way back, Ariana Grande let her ethereal dress do all the talking at the Los Angeles premiere of "The Twilight Saga: Breaking Dawn – Part 2" on Nov. 12, 2012. She donned a floor-length strapless gown with a delicate pink floral print and gathering at the waist. She didn't even bother with flashy jewelry to detract from her elegant ensemble.
Ariana Grande rocked the perfect floral ensemble to the 2015 American Music Awards. The pop singer wore a black-and-pink Giambattista Valli dress with an understated pink-and-green floral print. She enhanced the look with Dsquared2 Queen Mary emerald, diamond and black sandal heels and diamond stud earrings.
At the 2018 MTV Video Music Awards, Ariana Grande proved that you can never go wrong with a little black dress. She donned a velvet strapless Ester Abner mini with black over-the-knee boots, a diamond choker necklace, diamond stud earrings and a diamond two-finger ring for her winning night. Chic!
Ariana Grande looked cute and casual at the iHeartRadio Wango Tango concert in June 2018. The singer rocked a bubblegum pink Double Trouble Gang Girls Girls Girls sweater dress, a Tiffany & Co. Soleste pear ring and bubblegum pink Buffalo London x Opening Ceremony low-top platform sneakers for the show.
Ariana Grande gave us straight '90s vibes while performing onstage at the 2016 iHeartRadio Music Festival in a bright orange oversized jacket with black cargo pants, a flesh-toned bralette, black shades and black Azzedine Alaïa platform grommet boots. Fierce!
Ariana Grande rocked this winter-chic look while out and about in New York City in December 2018. The former Nickelodeon starlet donned a white Vetements x Alpha Industries oversized bomber jacket, a white Urban Outfitters animal ears knitted beanie and tan suede Stuart Weitzman Highland over-the-knee boots and carried a vintage Fendi monogram bowler tobacco bag.
Ariana Grande looked sexy yet elegant while performing at the 2014 American Music Awards. The pop singer rocked a sheer black lace MT Costello Giovanna gown that showed off her enviable figure.
Ariana Grande looked fashionable yet comfortable while walking with her then-fiancé, comedian Pete Davidson, in New York City on Aug. 21, 2018. She wore a Stairs Crew sweatshirt from her "Sweetener" merch collection, Re/Done Academy Fit jeans and black Prada Logo Patch chunky boots.
Ariana Grande channeled the 1960s while performing onstage at the 2014 iHeartRadio Ultimate Pool Party in a matching lilac crop top and miniskirt with a geometric print. She completed the look with matching lilac geometric earrings and lavender platform boots.
Ariana Grande showed off her fashionable Christmas spirit while performing with The Roots on "The Tonight Show Starring Jimmy Fallon" in December 2018. The singer rocked a red Talbots snowflake crew neck sweater with black suede Jimmy Choo Toni over-the-knee boots and a Haute Joaillerie heart-shaped brilliant-cut diamond necklace and diamond stud earrings.
Ariana Grande rocked this adorably chic look after flying into Narita International Airport in Japan in 2013: a white fuzzy sweater, a white blouse with a black pussycat bow and a black velvet skater miniskirt. She completed the look with matte black platform heels and a pastel pink quilted Chanel bag.
