By Emily Krauser and ETonline Staff
8:38 AM PDT, May 20, 2024
The "Diamonds" songstress has always been fearless when it comes to fashion, and over the past 15 years, she has transformed from a singer to a style icon, fashion designer and makeup mogul. The Barbados native has never been shy when it comes to taking risks and putting her own spin on her wardrobe -- here are some of her best red carpet looks from when she first hit the scene through today.
July 2005

The singer makes an appearance at the Teen People Listening Lounge hosted by JAY-Z in West Hollywood, California
September 2005

at the Baby Phat Spring 2006 fashion show during Olympus Fashion Week in New York City
December 2006

at the 2006 Billboard Music Awards in Las Vegas
February 2007

in Roberto Cavalli at the 49th Annual GRAMMY Awards in Los Angeles
March 2007

at the Nickelodeon's 20th Annual Kids' Choice Awards in Los Angeles
May 2007

in Georges Chakra at the 2007 Met Gala
September 2007

in Armani Privé at the 2007 MTV Video Music Awards in Las Vegas
February 2008

in Zac Posen at the 50th Annual GRAMMY Awards in Los Angeles
June 2008

Rihanna arrives at the 2008 BET Awards at the Shrine Auditorium on June 24, 2008 in Los Angeles, California (Photo by Jeff Kravitz/FilmMagic)
January 2009

at the RIAA and Feeding America's Inauguration Charity Ball in Washington, D.C.
May 2009

in Dolce & Gabbana at the 2009 Met Gala
November 2009

in Stephane Rolland at Glamour's 2009 Women of the Year Honors in New York City
February 2010

in Elie Saab at the 52nd GRAMMY Awards in Los Angeles
November 2010

in Elie Saab at the 2010 American Music Awards in Los Angeles
February 2011

in Jean Paul Gaultier at the 53rd Annual GRAMMY Awards
May 2011

at the 2011 Billboard Music Awards in Las Vegas
February 2012

in Armani at the 2012 GRAMMYs
April 2012

at the Japan premiere of Battleship in Tokyo
September 2012

in Adam Selman at the 2012 MTV Video Music Awards in Los Angeles
February 2013

in Azzedine Alaia at the 2013 GRAMMYs
November 2013

at the 2013 American Music Awards
May 2014

in Stella McCartney at the 2014 Met Gala
October 2014

at the amfAR Inspiration Los Angeles 2014 dinner
February 2015

in Giambattista Valli at the 57th GRAMMY Awards in Los Angeles
May 2015

in Guo Pei at the 2015 Met Gala
December 2015

in Christian Dior Couture at her 2nd Annual Diamond Ball hosted in Santa Monica, California
February 2016

at the FENTY PUMA by Rihanna AW16 Collection show during New York Fashion Week
May 2016

at the 2016 Billboard Awards
September 2016

debuting her spring/summer 2017 Fenty x Puma collection during Paris Fashion Week
May 2017

in a Ralph & Russo gown and Chopard jewels at the Okja screening during the 70th Annual Cannes Film Festival in France
July 2017

in Giambattista Valli at the Los Angeles premiere of Valerian and the City of a Thousand Planets
September 2017

in a Molly Goddard dress, Rene Caovilla sandals and Chopard jewels at her Fenty Beauty launch in London
September 2017

in a Ralph & Russo Couture gown and Chopard jewels at her 3rd Annual Diamond Ball in New York City
May 2018

in Margiela Artisanal by John Galliano at the 2018 Met Gala
June 2018

in a Givenchy dress and BVLGARI jewels at the Ocean's 8 world premiere in New York City
September 2018

in Calvin Klein by Appointment at Fenty Beauty's 1-Year Anniversary Party in Brooklyn
September 2018

in an Alexis Mabille Couture jumpsuit and Chopard jewelry at her 4th Annual Diamond Ball in New York City
October 2018

at the Fenty Beauty by Rihanna Anniversary Event in Sydney, Australia
June 2019

in Fenty at the 2019 BET Awards in Los Angeles
September 2019

in Givenchy Haute Couture at Rihanna's 5th Annual Diamond Ball Benefitting the Clara Lionel Foundation in New York City
November 2019

at the Queen & Slim premiere during the 2019 AFI Fest in Los Angeles
December 2019

in Fenty at the 2019 British Fashion Awards in London
February 2020

in Givenchy Couture at the 51st NAACP Image Awards in Pasadena, California
October 2020

at the second press day for her Savage X Fenty Show Vol. 2, presented by Amazon Prime Video, at the Los Angeles Convention Center
February 2022

Rihanna arrives at the Gucci show during Milan Fashion Week.
February 2022

The beauty guru celebrates Fenty Beauty & Fenty Skin at Goya Studios on Feb. 11 in Los Angeles, California.
March 2022

The singer attends the Dior Womenswear show as part of Paris Fashion Week.
March 2022

Rihanna celebrates the launch of Fenty Beauty at ULTA Beauty in Los Angeles as she shows off her cute baby bump.
October 2022

Rihanna attends Marvel Studios' Black Panther 2: Wakanda Forever premiere at the Dolby Theatre in Los Angeles.
November 2022

The designer and singer attends Rihanna's Savage X Fenty Show Vol. 4 presented by Prime Video at Allied Studios in Simi Valley, California.
January 2023

The stunning Rihanna makes her way to the 80th Annual Golden Globe Awards held at the Beverly Hilton Hotel on Jan. 10 in Beverly Hills, California.
February 2023

The singer poses for photos after the Super Bowl LVII Apple Music Halftime Show press conference held at the Phoenix Convention Center on Feb. 9.
December 2023

The singer wears a fun purple furry jacket and purple sneakers at the Fenty x Puma Creeper Phatty Launch Party on December 18, 2023 in Los Angeles, California.
January 2024

Rihanna wears a black puffy jacket and skirt at Christian Dior Couture Spring 2024 at Musée Rodin on January 22, 2024 in Paris, France.
April 2024

The singer is seen in a sheen cream jacket, t-shirt, jeans and pearls at Giorgio Baldi restaurant on April 6 in Los Angeles, California.
May 2024

Rihanna seen out and about in Manhattan in fun athleisure wear with white slacks, a blue and white sweater and a New York Yankees hat on May 18, 2024 in New York City.