Alicia Keys' Bold Style Evolution, PHOTOS

Alicia Keys has always been synonymous with the word stylish. A rule breaker and certainly a risk-taker, the New York native has made waves over the years, shaking up the dress code and the music world with her affinity for bold silhouettes and even bolder color choices. Keys love for fashion, like music, runs deep. The award-winning performer can often be spotted in top brands like Alexandre Vauthier, Valentino, Balmain, and Moschino.

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Alicia Keys 2001

Alicia Keys 2001
Alicia Keys 2001

Alicia Keys at “The Concert…20 Years of AIDS,” at the Universal Amphitheater in Los Angeles on Dec. 12, 2001. The performer stepped out in low rise denim and a black bustier top with a printed jacket and black pointed toe pumps.

Alicia Keys 2001

Alicia Keys 2001
Alicia Keys 2001

Alicia Keys at the 7th annual Soul Train Lady of Soul Awards on Aug. 28, 2001 in Santa Monica, Calif. Keys wore a black asymetrical gown and slouchy black leather boots.

Alicia Keys 2002

Alicia Keys 2002
Alicia Keys 2002

Alicia Keys at The American Music Awards on Jan. 9. 2002 at the Shrine Auditorium in Los Angeles. The hitmaker wore a sparkling set, bustier top, and pointed toe booties.

Alicia Keys 2003

Alicia Keys 2003
Alicia Keys 2003

Alicia Keys arrives to Clive Davis’ pre-Grammy Gala at the Regency Hotel’s Grand Ballroom Feb. 22, 2003 in New York. Keys wowed in a futuristic orange top and bottom with blue suede pointed toe boots.

Alicia Keys 2004

Alicia Keys 2004
Alicia Keys 2004

Alicia Keys performs in black leather boots alongside usher at the 2004 American Music Awards.

Alicia Keys 2004

Alicia Keys 2004
Alicia Keys 2004

Alicia Keys at the Billboard Latin Music Awards at the Mimai Arena in Mimai on April 29, 2004. Keys wore a silky blue top with black jeans and edgy brown thigh-high boots with metal accents.

Alicia Keys 2004

Alicia Keys 2004
Alicia Keys 2004

Alicia Keys attends the MTV Europe Music Awards on Nov. 18, 2004 at Tor di Valle, in Rome. The “Girl on Fire” songstress wore a wild snakeskin trench coat with gold trimmed peep-toe pumps.

Alicia Keys 2005

Alicia Keys 2005
Alicia Keys 2005

Alicia Keys at The 36th Annual Songwriters Hall of Fame Awards Induction Ceremony in New York on Sept. 6, 2005. Keys wore a daring lace gown with peep toe pumps with striking metal accents.

Alicia Keys 2006

Alicia Keys 2006
Alicia Keys 2006

Alicia Keys at “The Black Ball” at the Hammerstein Ballroom on Sept. 11, 2006 in New York. Debuting bangs, Keys wore a silky white key-hole cut out top with black slacks and floral accented sandals.

Alicia Keys 2009

Alicia Keys 2009
Alicia Keys 2009

Alicia Keys performs onstage at NBC’s “Today” at NBC Studios on Nov. 24, 2009 in New York. Keys took the stage in a blue leather jacket and leather trousers with daring snakeskin platform boots.

Alicia Keys 2011

Alicia Keys 2011
Alicia Keys 2011

Alicia Keys attends the screening of “Five” at Skylight on Sept. 26, 2011 in New York. Taking a buisness casual approach, Keys wore a suiting style two piece and striped tan platform pumps with peep toes.

Alicia Keys 2012

Alicia Keys 2012
Alicia Keys 2012

Alicia Keys attends the 98th Annual White House Correspondents’ Association Dinner at the Washington Hilton on April 28, 2012 in Washington, D.C. Dinner ready, Keys wore a velvet yellow midi dress with cutsie platform bow pumps.

Alicia Keys 2012

Alicia Keys 2012
Alicia Keys 2012

Alicia Keys arrives at the 2012 MTV Video Music Awards at Staples Center on Sept. 6, 2012 in Los Angeles. Aiming for futurism, Keys wore a striking silver gown and leg climbing black sandal heels.

Alicia Keys 2013

Alicia Keys 2013
Alicia Keys 2013

Alicia Keys arrives at the Foxtel Music Channels summer launch at the Botanic Gardens on Dec. 3, 2013 in Sydney. Keys sported a silky blue and white suit and sparking pointed toe pumps.

Alicia Keys 2015

Alicia Keys 2015
Alicia Keys 2015

Alicia Keys attends the “China: Through The Looking Glass” Costume Institute Benefit Gala at the Metropolitan Museum of Art on May 4, 2015 in New York. Keys showed out in a Jean Paul Gaultier gown made with layers of voluminous tulle.

Alicia Keys 2016

Alicia Keys 2016
Alicia Keys 2016

Alicia Keys attends the NBC Universal 2016 Upfront Presentation on May 16, 2016 in New York. Mixing patterns, the songwriter wore a cropped floral jacket with polka dot pants and ultra strappy black lace-up ankle boots.

Alicia Keys 2016

Alicia Keys 2016
Alicia Keys 2016

Alicia Keys attends Tom Ford fashion show during New York Fashion Week on Sept. 7, 2016 in New York. Keys wore a baby pink suit with a mesh top and winding rose gold Christian Louboutin heels.

Alicia Keys 2018

Alicia Keys 2018
Alicia Keys 2018

Alicia Keys attends the 2018 Variety’s Power Of Women: New York on April 13, 2018 in New York. Getting creative, Keys wore a polka dot dress over white trousers with black and cream slingback pumps.

Alicia Keys 2018

Alicia Keys 2018
Alicia Keys 2018

Alicia Keys attends Billboard’s 13th Annual Women In Music Event at Pier 36 on Dec. 6, 2018 in New York. Keys layered up in a red suit and turtlneck with suede burgundy pointed toe booties.

Alicia Keys 2019

Alicia Keys 2019
Alicia Keys 2019

Alicia Keys attends Billboard Women In Music 2019, presented by YouTube Music, on Dec. 12, 2019 in Los Angeles. Keys slipped into a whimsical purple suit over a bedazzled bra top with tried and true brown pointed toe pumps.

Alicia Keys 2022

Alicia Keys 2022
Alicia Keys 2022

Alicia Keys attends the 2022 Portrait Of A Nation Gala on Nov. 12, 2022 in Washington, DC. Making a statment, Keys popped on a black leather top with a graphic skirt.

Alicia Keys 2024

Alicia Keys 2024
Alicia Keys 2024

Alicia Keys is seen arriving at “The Late Show With Stephen Colbert’ wearing white boots.

Alicia Keys 2024

Alicia Keys 2024
Alicia Keys 2024

Alicia Keys goes for the hidden silhouette look at the 2024 Tony Awards.

Alicia Keys 2024

Alicia Keys 2024
Alicia Keys 2024

Alicia Keys posted in brown boots alongside Angelina Jolie at the afterparty for “The Outsider.”

Alicia Keys 2024

Alicia Keys 2024
Alicia Keys 2024

Alicia Keys attends the Los Angeles premiere of Amazon MGM Studios’ “Blink Twice” wearing black leather boots.