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
![rihanna at the Teen People Listening Lounge in 2015](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-53240610.jpg?width=1024&quality=80)
The singer makes an appearance at the Teen People Listening Lounge hosted by JAY-Z in West Hollywood, California
September 2005
![Rihanna at the Baby Phat Spring 2006 fashion show](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-55373421.jpg?width=1024&quality=80)
at the Baby Phat Spring 2006 fashion show during Olympus Fashion Week in New York City
December 2006
![rihanna at the 2006 Billboard Music Awards](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-72720112.jpg?width=1024&quality=80)
at the 2006 Billboard Music Awards in Las Vegas
February 2007
![Rihanna at 2007 GRAMMYs](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-73294298.jpg?width=1024&quality=80)
in Roberto Cavalli at the 49th Annual GRAMMY Awards in Los Angeles
March 2007
![rihanna at Nickelodeon's 20th Annual Kids' Choice Awards](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-106329373.jpg?width=1024&quality=80)
at the Nickelodeon's 20th Annual Kids' Choice Awards in Los Angeles
May 2007
![Rihanna at 2007 met gala](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-74097368.jpg?width=1024&quality=80)
in Georges Chakra at the 2007 Met Gala
September 2007
![Rihanna at the 2007 MTV Video Music Awards](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-76650450.jpg?width=1024&quality=80)
in Armani Privé at the 2007 MTV Video Music Awards in Las Vegas
February 2008
![Rihanna at the 50th annual Grammy awards](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-79693902.jpg?width=1024&quality=80)
in Zac Posen at the 50th Annual GRAMMY Awards in Los Angeles
June 2008
![Rihanna at the 2008 BET Awards](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-81719787.jpg?width=1024&quality=80)
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
![Rihanna at the RIAA and Feeding America's Inauguration Charity Ball](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-84385135.jpg?width=1024&quality=80)
at the RIAA and Feeding America's Inauguration Charity Ball in Washington, D.C.
May 2009
![Rihanna at 2009 met gala](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-86374730.jpg?width=1024&quality=80)
in Dolce & Gabbana at the 2009 Met Gala
November 2009
![Rihanna at the Glamour Magazine 2009 Women of The Year](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-92948034.jpg?width=1024&quality=80)
in Stephane Rolland at Glamour's 2009 Women of the Year Honors in New York City
February 2010
![rihanna at the 52nd GRAMMY Awards](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-96314667.jpg?width=1024&quality=80)
in Elie Saab at the 52nd GRAMMY Awards in Los Angeles
November 2010
![rihanna at the 2010 American Music Awards](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-107053459.jpg?width=1024&quality=80)
in Elie Saab at the 2010 American Music Awards in Los Angeles
February 2011
![rihanna at 2011 grammys](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-01/gettyimages-109060561.jpg?width=1024&quality=80)
in Jean Paul Gaultier at the 53rd Annual GRAMMY Awards
May 2011
![Rihanna 2011](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-02/gettyimages-114505109.jpg?width=1024&quality=80)
at the 2011 Billboard Music Awards in Las Vegas
February 2012
![rihanna at 2012 grammys](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-01/gettyimages-138836059.jpg?width=1024&quality=80)
in Armani at the 2012 GRAMMYs
April 2012
![Rihanna at the 'Battleship' Japan Premiere](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-142371992.jpg?width=1024&quality=80)
at the Japan premiere of Battleship in Tokyo
September 2012
![Rihanna at the 2012 MTV Video Music Awards](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-151380004.jpg?width=1024&quality=80)
in Adam Selman at the 2012 MTV Video Music Awards in Los Angeles
February 2013
![Rihanna at the 55th Annual GRAMMY Awards](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-161402572.jpg?width=1024&quality=80)
in Azzedine Alaia at the 2013 GRAMMYs
November 2013
![Rihanna at the 2013 American Music Awards](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-02/gettyimages-451857305.jpg?width=1024&quality=80)
at the 2013 American Music Awards
May 2014
![rihanna at 2014 met gala](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-488339909.jpg?width=1024&quality=80)
in Stella McCartney at the 2014 Met Gala
October 2014
![rihanna at amfAR Inspiration Los Angeles 2014](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-458090588.jpg?width=1024&quality=80)
at the amfAR Inspiration Los Angeles 2014 dinner
February 2015
![Rihanna at the 57th GRAMMY Awards](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-466540348.jpg?width=1024&quality=80)
in Giambattista Valli at the 57th GRAMMY Awards in Los Angeles
May 2015
![rihanna_gettyimages-472971834.jpg](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2018-05/gettyimages-472971834_0.jpg?width=1024&quality=80)
in Guo Pei at the 2015 Met Gala
December 2015
![Rihanna at the 2nd Annual Diamond Ball](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-500866624.jpg?width=1024&quality=80)
in Christian Dior Couture at her 2nd Annual Diamond Ball hosted in Santa Monica, California
February 2016
![rihanna at the FENTY PUMA by Rihanna AW16 Collection show during New York Fashion Week](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-509889054.jpg?width=1024&quality=80)
at the FENTY PUMA by Rihanna AW16 Collection show during New York Fashion Week
May 2016
![Rihanna at the 2016 Billboard Music Awards](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-03/gettyimages-534504206.jpg?width=1024&quality=80)
at the 2016 Billboard Awards
September 2016
![Rihanna 2016](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-02/gettyimages-610992178.jpg?width=1024&quality=80)
debuting her spring/summer 2017 Fenty x Puma collection during Paris Fashion Week
May 2017
![Rihanna at 2017 Cannes](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-02/gettyimages-685337320.jpg?width=1024&quality=80)
in a Ralph & Russo gown and Chopard jewels at the Okja screening during the 70th Annual Cannes Film Festival in France
July 2017
![rihanna at 2017 premiere of Valerian And The City Of A Thousand Planets](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-816893810.jpg?width=1024&quality=80)
in Giambattista Valli at the Los Angeles premiere of Valerian and the City of a Thousand Planets
September 2017
![Rihanna at Fenty beauty launch in London](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2017-09/rihanna_getty849697712_0.jpg?width=1024&quality=80)
in a Molly Goddard dress, Rene Caovilla sandals and Chopard jewels at her Fenty Beauty launch in London
September 2017
![Rihanna at the 3rd Annual Diamond Ball in NYC](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2017-09/rihanna_gettyimages-847130946.jpg?width=1024&quality=80)
in a Ralph & Russo Couture gown and Chopard jewels at her 3rd Annual Diamond Ball in New York City
May 2018
![Rihanna at 2018 Met Gala](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2018-05/gettyimages-955753880.jpg?width=1024&quality=80)
in Margiela Artisanal by John Galliano at the 2018 Met Gala
June 2018
![Rihanna at Ocean's 8 world premiere](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2018-06/gettyimages-968031514.jpg?width=1024&quality=80)
in a Givenchy dress and BVLGARI jewels at the Ocean's 8 world premiere in New York City
September 2018
![Rihanna at Fenty Beauty's 1-year anniversary](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-1033343006.jpg?width=1024&quality=80)
in Calvin Klein by Appointment at Fenty Beauty's 1-Year Anniversary Party in Brooklyn
September 2018
![rihanna at her 4th Annual Diamond Ball](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-1032947472.jpg?width=1024&quality=80)
in an Alexis Mabille Couture jumpsuit and Chopard jewelry at her 4th Annual Diamond Ball in New York City
October 2018
![Rihanna at the Fenty Beauty by Rihanna Anniversary Event in sydney](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-1045056104.jpg?width=1024&quality=80)
at the Fenty Beauty by Rihanna Anniversary Event in Sydney, Australia
June 2019
![Rihanna onstage at the 2019 BET Awards](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-1157882588.jpg?width=1024&quality=80)
in Fenty at the 2019 BET Awards in Los Angeles
September 2019
![Rihanna at Rihanna's 5th Annual Diamond Ball](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-1174359644.jpg?width=1024&quality=80)
in Givenchy Haute Couture at Rihanna's 5th Annual Diamond Ball Benefitting the Clara Lionel Foundation in New York City
November 2019
![rihanna at 2019 AFI Fest](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-1187768583.jpg?width=1024&quality=80)
at the Queen & Slim premiere during the 2019 AFI Fest in Los Angeles
December 2019
![Rihanna at The Fashion Awards 2019](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-1191681929.jpg?width=1024&quality=80)
in Fenty at the 2019 British Fashion Awards in London
February 2020
![rihanna at the 51st NAACP Image Awards](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2020-08/gettyimages-1208062699.jpg?width=1024&quality=80)
in Givenchy Couture at the 51st NAACP Image Awards in Pasadena, California
October 2020
![rihanna at fenty show vol 2 in 2020](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2021-09/GettyImages-1228824019.jpg?width=1024&quality=80)
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](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2023-02/GettyImages-1372937993.jpg?width=1024&quality=80)
Rihanna arrives at the Gucci show during Milan Fashion Week.
February 2022
![Rihanna](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2023-02/GettyImages-1370095355.jpg?width=1024&quality=80)
The beauty guru celebrates Fenty Beauty & Fenty Skin at Goya Studios on Feb. 11 in Los Angeles, California.
March 2022
![Rihanna](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2023-02/GettyImages-1374845407.jpg?width=1024&quality=80)
The singer attends the Dior Womenswear show as part of Paris Fashion Week.
March 2022
![Rihanna](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2023-02/GettyImages-1384755122.jpg?width=1024&quality=80)
Rihanna celebrates the launch of Fenty Beauty at ULTA Beauty in Los Angeles as she shows off her cute baby bump.
October 2022
![Rihanna](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2023-02/GettyImages-1436969392.jpg?width=1024&quality=80)
Rihanna attends Marvel Studios' Black Panther 2: Wakanda Forever premiere at the Dolby Theatre in Los Angeles.
November 2022
![Rihanna](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2023-02/GettyImages-1440237525.jpg?width=1024&quality=80)
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
![Rihanna](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2023-02/GettyImages-1455632443.jpg?width=1024&quality=80)
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
![Rihanna](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2023-02/GettyImages-1246973245.jpeg?width=1024&quality=80)
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
![Rihanna](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2024-04/GettyImages-1858336417.jpg?width=1024&quality=80)
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](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2024-04/GettyImages-1945440158.jpg?width=1024&quality=80)
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
![Rihanna](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2024-04/GettyImages-2136587719.jpg?width=1024&quality=80)
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](https://cdn.statically.io/img/www.etonline.com/sites/default/files/styles/640xh/public/images/2024-05/GettyImages-2153584461.jpg?width=1024&quality=80)
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.