The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Discover the most iconic fashion moments from the Billboard Music Awards, spanning the '90s to present From Kylie Jenner to Mary J Blige, relive the unforgettable red carpet looks that have defined the awards show over the years

The Billboard Music Awards serve not only as a tribute to musical prowess, but also as a platform for unforgettable fashion moments on the prestigious red carpet.

Consider the 2000 ceremony, where Britney Spears captivated the crowd in a vibrant lingerie-inspired outfit consisting of an orange and pink ensemble, topped off with a stylish fedora hat. This mesmerizing look continues to captivate us. In line with the color scheme of the evening, Destiny's Child arrived at the red carpet donning coordinating radiant pink cut-out dresses adorned with glimmering sequins.

The fun styles extended beyond clothing alone. Celebrities like Pink and Christina Aguilera embraced multi-colored layered hair as a way to add flair to their red carpet appearances.

Fast forward to 2022, and the red carpet at the Billboard Awards remains equally remarkable. Megan Fox elegantly exhibited a plunging black David Koma gown, while Kylie Jenner flaunted her curves in a Balmain dress that cleverly resembled the silhouette of a nude figure.

Check out some of our favorite fashion moments from over the years below:

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: Getty Images (2); WireImage

A Look Back at the Best Billboard Music Awards Looks From the ‘90s to Now

The Billboard Music Awards serve as more than just a showcase for musical talent; they have also become a platform for some of the most unforgettable fashion moments on the red carpet.

Case in point: the 2000 ceremony. Britney Spears captivated us with her bold choice of an orange and pink lingerie-inspired outfit, complete with a matching fedora hat. Even to this day, her look continues to mesmerize. Following the same color scheme, Destiny's Child arrived at the event in matching shimmering pink dresses with eye-catching cut-outs.

Not only did the fun styles apply to clothing, but celebrities like Pink and Christina Aguilera also embraced multi-colored layered hair to enhance their red carpet appearances.

Fast forward to 2022, and the red carpet at the Billboard Awards remains just as impressive. Megan Fox looked stunning in a plunging black David Koma gown, while Kylie Jenner flaunted her curves in a Balmain dress designed to resemble the outline of a nude figure.

Check out some of our favorite fashion moments from over the years below:

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: Mindy Small/FilmMagic

Kylie Jenner in 2022

The reality star wore a form fitting long sleeve gray and white Balmain dress. She accessorized the look with gold bangles and gold heels.

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: Axelle/Bauer-Griffin/FilmMagic

Megan Fox in 2022

Fox looked stunning in a black gown by David Koma featuring a high slit, plunging neckline and off-the-shoulder long sleeves with silver sculptural detailing. 

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: Jeff Kravitz/FilmMagic for dcp

Ciara in 2019

The Grammy winner looked sophisticated and stylish in a black Stephane Rolland dress featuring a sheer plunging neckline, sculptural shoulder detailing and a high slit. 

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: Jeff Kravitz/FilmMagic

Dencia in 2018

The singer wore a unique and show-stopping silver jumpsuit featuring dramatic spikes, fringe detailing and sparkly slouchy silver boots. 

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: Jeffrey Mayer/WireImage

Camila Cabello in 2017

The singer posed on the red carpet in a red lace sleeveless gown with a matching floor-length shawl featuring embellishments throughout. 

 

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: Jon Kopaloff/FilmMagic

Jennifer Lopez in 2015

The “Jenny From the Block” singer stunned in a white and nude long sleeve Charbel Zoe gown. She paired it with a silver clutch and oversized rings.  

 

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: Jon Kopaloff/FilmMagic

Taylor Swift in 2015

The singer cut a sleek figure in a white cut-out sparkly Balmain jumpsuit, which she accessorized with a black boxy clutch. 

 

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: Frank Trapper/Corbis via Getty Images

Rihanna in 2011

Rihanna flaunted a striking fiery red bob that created a captivating contrast with her pristine all-white ensemble. The songstress donned high-waisted white trousers, a white blazer, and a partially unbuttoned sheer white shirt.

 

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: WireImage

Tamera Mowry in 2005

The actress showcased a relaxed appearance, wearing a white cropped jacket, a brown shirt with ruffles, capri-length jeans with cuffs, and strappy heels. To complete the look, she adorned herself with dangling earrings and stacked bracelets.

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: Jason Merritt/FilmMagic

Gwen Stefani in 2005

The singer sported a long sleeve white mini dress that cinched in at the waist. She accessorized the look with a red and blue floral headpiece and simple gold sandals.  

 

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: Jason Merritt/FilmMagic

Shakira in 2005

The singer kept things more on the casual side in an all-black ensemble featuring a leather jacket, v-neck top, knee-length shorts and studded slouchy boots. 

 

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: Frank Trapper/Corbis via Getty Images

Beyonce in 2003

Beyonce stole the show in a beaded Roberto Cavalli dress with fringe detailing. She paired the gown with strappy gold heels and oversized earrings. 

 

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: Frank Trapper/Corbis via Getty Images

Paris Hilton in 2003

The socialite gracefully showcased an ensemble entirely in white at the event, consisting of a white midi skirt with a low waist, a short-sleeve top, a shoulder purse with furry accents, pointed pumps, and long dangling earrings in a matching shade of white.

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: SGranitz/WireImage

Pink in 2000

The singer showed off her green, pink and yellow dyed hair in a money-patterned dress. She finished the look off with a pair of matching boots and stacks of gold bangles. 

 

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: SGranitz/WireImage

Toni Braxton in 2000

The R&B singer looked like the epitome of Y2K in a yellow halter-neck jumpsuit, complete with a matching headband, belted sash and flippy layered hair. 

 

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: SGranitz/WireImage

Britney Spears in 2000

The singer sported one of her most iconic looks of all time:  a pink and orange lingerie-style buttoned overcoat with a matching bra, shorts and fedora. 

 

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: Frank Trapper/Corbis via Getty Images

Christina Aguilera in 2000

Aguilera showed her edgy side in a white mini dress with knee-high black boots. She wore her hair in choppy layers, dyed black and blue at the bottom. 

 

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: Frank Trapper/Corbis via Getty Images

Destiny's Child in 2000

The beloved girl group slayed the red carpet in matching pink sparkly cut-out dresses. They accessorized their looks with coordinated gold strappy heels.

 

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: Evan Agostini/Liaison

Mary J. Blige in 1995

The singer looked incredible in a black leather jumpsuit. She paired the look with an oversized black and white purse and matching tall black leather boots. 

 

The Ultimate Celebration of Iconic Billboard Music Awards Looks: From the ‘90s to Present Times

Credit: Vinnie Zuffante/Getty Images

Lisa Stansfield in 1990

The singer-songwriter paired a black sparkly jacket with a black miniskirt and tights in this casual red carpet look.