Rihanna's Best Outfits: Her Most Iconic Looks Yet

Rihanna Iconic Looks
Rihanna Iconic Looks
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Jon Kopaloff/FilmMagic ; Mike Coppola/Getty ; Lars Niki/Corbis/Getty

Few stars have disrupted the style industry with as much force as Rihanna.

The singer spent years modeling designs from some of the world's biggest fashion houses on the red carpet (and collaborating on her fair share) before launching her own collections with the likes of Armani and River Island. Now a 10-figure earning mogul with several clothing businesses under her Fenty company umbrella (ella-ella-ay), she's smashing sartorial records left and right.

The first Black spokeswoman for Dior as of 2015 and the first woman to create a brand for luxury conglomerate LVMH Moët Hennessy Louis Vuitton, Rihanna has called fashion her ultimate "defense mechanism."

"I can compensate for all of my weaknesses with fashion," the 2014 CFDA Fashion Icon winner, who showed up to the ceremony dripping in a crystal-covered mesh gown and not much else, said while accepting her award. She added: "Fashion should never be frustrating, it should be fun."

Case in point? The 50-pound gold Chinese couture gown with a 16-foot-train that she walked the red carpet in at the 2015 Met Gala, or the voluminous pink Giambattista Valli creation she wore to the Grammy Awards in 2015.

Even the Oscar nominee's maternity style was a cut above! "When I found out I was pregnant, I thought to myself, 'There's no way I'm going to go shopping in no maternity aisle.' I'm sorry—it's too much fun to get dressed up," Rihanna, who welcomed her first child with A$AP Rocky in May 2022, told Vogue. "I'm not going to let that part disappear because my body is changing."

Below, here are all of Rihanna's most iconic fashion looks to date.

Rihanna at the Teen People Listening Lounge in July 2005

Rihanna poses for a picture at the Shawn "Jay-Z" Carter Hosts Teen People Listening Lounge at the Canal Room on July 20, 2005 in New York City
Rihanna poses for a picture at the Shawn "Jay-Z" Carter Hosts Teen People Listening Lounge at the Canal Room on July 20, 2005 in New York City

Brad Barket/Getty

In her earliest appearances, Rihanna could often be seen in a belly-baring crop top and low-slung jeans, like the ones she wore at the Teen People Listening Lounge in 2006.

Rihanna at the 2006 CFDA Awards in June 2006

Rihanna attends the 2006 CFDA Awards at the New York Public Library June 5, 2006 in New York City
Rihanna attends the 2006 CFDA Awards at the New York Public Library June 5, 2006 in New York City

Peter Kramer/Getty

Max Azria designed the formal blue number Rihanna walked the carpet in at the 2006 CFDA Awards in New York City.

Rihanna at the MTV Video Music Awards in August 2006

Rihanna
Rihanna

Jason Squires/WireImage

Rihanna's look for the 2006 MTV Video Music Awards, where she was nominated for best new artist in a video" for "SOS," was short and sweet, consisting of a flared white mini-dress with a glitzy silver belt and mini studs along the hem.

Rihanna at the Fashion Rocks Concert in September 2006

Rihanna and Zac Posen attend Conde Nast Media Group kicks off Fashion Week with 3rd annual Fashion Rocks at Radio City Music Hall N.Y.C. on September 7, 2006
Rihanna and Zac Posen attend Conde Nast Media Group kicks off Fashion Week with 3rd annual Fashion Rocks at Radio City Music Hall N.Y.C. on September 7, 2006

Chance Yeh /Patrick McMullan/Getty

The Grammy winner stunned in N.Y.C. at the third annual Fashion Rocks Concert thanks to her metallic silver Zac Posen gown, side-swept chignon and berry lips.

Rihanna at the Billboard Music Awards in December 2006

Rihanna, winner Female Artist of the Year at the MGM Grand in Las Vegas, Nevada
Rihanna, winner Female Artist of the Year at the MGM Grand in Las Vegas, Nevada

John Sciulli/WireImage

Rihanna took home the award for female artist of the year at the 2006 Billboard Music Awards in Las Vegas in a stunning white custom Zac Posen design with a plunging neckline and a pleated skirt that gave off serious Marilyn Monroe vibes.

Rihanna at the 49th Grammy Awards in February 2007

Rihanna arrives at the 49th Annual Grammy Awards at the Staples Center on February 11, 2007 in Los Angeles, California
Rihanna arrives at the 49th Annual Grammy Awards at the Staples Center on February 11, 2007 in Los Angeles, California

Frazer Harrison/Getty

For Rihanna's first Grammys ceremony on Feb. 11, 2007, she wore a gorgeous green Roberto Cavalli gown with a side cutout and a single strap.

Rihanna performs at the MTV Movie Awards in June 2007

Rihanna performs "Umbrella" onstage during the 2007 MTV Movie Awards held at the Gibson Amphitheatre on June 3, 2007 in Universal City, California
Rihanna performs "Umbrella" onstage during the 2007 MTV Movie Awards held at the Gibson Amphitheatre on June 3, 2007 in Universal City, California

Kevin Winter/Getty

Rihanna's getup for her 2007 MTV Movie Awards performance of "Umbrella" consisted of a leather tutu, dominatrix pumps with buckles all the way up her calf, a matching leather bra and a blunt black bob.

Rihanna at the BET Awards in June 2007

Rihanna arrives at the 2007 BET Awards held at the Shrine Auditorium on June 26, 2007 in Los Angeles, California
Rihanna arrives at the 2007 BET Awards held at the Shrine Auditorium on June 26, 2007 in Los Angeles, California

Frederick M. Brown/Getty

That same month, Rihanna showed off her sweeter side in a strapless ruched white cocktail dress by Hervé Leger at the 2007 BET Awards in Los Angeles.

Rihanna at the World Music Awards in November 2007

Rihanna arrives at the 2007 World Music Awards held at the Sporting Club on November 4, 2007 in Monte Carlo, Monaco
Rihanna arrives at the 2007 World Music Awards held at the Sporting Club on November 4, 2007 in Monte Carlo, Monaco

Pascal Le Segretain/Getty

Rihanna oozed old Hollywood glamour at the 2007 World Music Awards in her emerald green dress with a mermaid bottom.

Rihanna performs at the World Music Awards in November 2007

Rihanna performs on stage at at the World Music Awards 2007 at the Monte Carlo Sporting Club on November 4, 2007 in Monte Carlo, Monaco
Rihanna performs on stage at at the World Music Awards 2007 at the Monte Carlo Sporting Club on November 4, 2007 in Monte Carlo, Monaco

Dave Hogan/Getty

For her performance at the event, Riri changed into a short black strapless gown with a flared tulle skirt.

Rihanna at a private dinner in June 2008

Rihanna during Gucci and Joe Zee Private Dinner Honoring Rihanna at Private Residence in Los Angeles, CA, United States
Rihanna during Gucci and Joe Zee Private Dinner Honoring Rihanna at Private Residence in Los Angeles, CA, United States

Donato Sardella/WireImage

The pop star looked edgy and cool in a Gucci skirt and jacket while attending a private dinner by the brand with former Elle creative director Joe Zee in L.A on June 14, 2008.

Rihanna at the 2008 BET Awards

Rihanna arrives at the 2008 BET Awards held at the Shrine Auditorium on June 24, 2008 in Los Angeles, California
Rihanna arrives at the 2008 BET Awards held at the Shrine Auditorium on June 24, 2008 in Los Angeles, California

Frazer Harrison/Getty

Giambattista Valli constructed the fluorescent yellow tiered gown that the "Rude Boy" singer wowed in on the 2008 BET Awards red carpet.

Rihanna at the MTV Video Music Awards in September 2008

Rihanna arrives at the 2008 MTV Video Music Awards at Paramount Pictures Studios on September 7, 2008 in Los Angeles, California
Rihanna arrives at the 2008 MTV Video Music Awards at Paramount Pictures Studios on September 7, 2008 in Los Angeles, California

Frederick M. Brown/Getty

Rihanna mixed and matched her 2008 MTV VMAs look to perfection, pairing a strapless Patricia Field top with a gold lame Peter Pilotto miniskirt and Cesare Paciotti heels.

Rihanna at the Met Gala in May 2009

Rihanna attends THE COSTUME INSTITUTE GALA: "The Model As Muse" with Honorary Chair MARC JACOBS - ARRIVALS at The Metropolitan Museum of Art on May 4, 2009 in New York City
Rihanna attends THE COSTUME INSTITUTE GALA: "The Model As Muse" with Honorary Chair MARC JACOBS - ARRIVALS at The Metropolitan Museum of Art on May 4, 2009 in New York City

CHANCE YEH/Patrick McMullan/Getty

Rihanna interpreted the Met Gala's 2009 theme of "The Model as Muse: Embodying Fashion" with an androgynous Dolce & Gabbana tuxedo with exaggerated ruched shoulders.

Rihanna at the American Music Awards in November 2009

Rihanna arrives at the 2009 American Music Awards at Nokia Theatre L.A. Live on November 22, 2009 in Los Angeles, California
Rihanna arrives at the 2009 American Music Awards at Nokia Theatre L.A. Live on November 22, 2009 in Los Angeles, California

Steve Granitz/WireImage

Rihanna's black-and-white origami Marchesa frock with laser cutout roses for the AMAs in 2009 was a sight to behold.

Rihanna at her Rated R album release party in November 2009

Rihanna attends her "Rated R" album release party at the juliet Superclub on November 24, 2009 in New York City
Rihanna attends her "Rated R" album release party at the juliet Superclub on November 24, 2009 in New York City

Shareif Ziyadat/FilmMagic

Collaborating with Leeora Catalan and design duo The Blonds, Rihanna brought this spiky sheath dress, which reportedly weighed 30 pounds, to life at her Rated R album release party at the Juliet Superclub in N.Y.C. in November 2009. "It was made of very heavy metal mesh, so kudos to her for wearing it!" Catalan told CNN of the garment.

Rihanna at an event in London in November 2010

Rihanna turns on the Westfield Shopping Centre Christmas lights on November 4, 2010 in London, England
Rihanna turns on the Westfield Shopping Centre Christmas lights on November 4, 2010 in London, England

Fred Duval/FilmMagic

Decked out in a gray corset top, a red satin skirt, beige pumps and a polka dot headband, Rihanna was ready to spread some cheer while turning on the Christmas lights at London's Westfield Shopping Centre in 2010.

Rihanna at the Europe Music Awards in November 2010

Rihanna performs during the MTV Europe Music Awards 2010 live show at La Caja Magica on November 7, 2010 in Madrid, Spain
Rihanna performs during the MTV Europe Music Awards 2010 live show at La Caja Magica on November 7, 2010 in Madrid, Spain

Jeff Kravitz/FilmMagic

Rihanna's white corset minidress for her Europe Music Awards performance in November 2010 was adorned with tufted flowers at the hips and back and topped off with a bejeweled crown.

Rihanna at the 53rd Grammy Awards in February 2011

Rihanna attends The 53rd Annual GRAMMY Awards at Staples Center on February 13, 2011 in Los Angeles, California
Rihanna attends The 53rd Annual GRAMMY Awards at Staples Center on February 13, 2011 in Los Angeles, California

Dan MacMedan/WireImage

Jean Paul Gaultier was behind the unique white ruffle frock with sheer inlays that Rihanna wore to the 2011 Grammys.

Rihanna at the DKMS 5th Annual Gala in April 2011

Rihanna attends the DKMS' 5th Annual Gala: Linked Against Leukemia honoring Rihanna & Michael Clinton hosted by Katharina Harf at Cipriani Wall Street on April 28, 2011 in New York City
Rihanna attends the DKMS' 5th Annual Gala: Linked Against Leukemia honoring Rihanna & Michael Clinton hosted by Katharina Harf at Cipriani Wall Street on April 28, 2011 in New York City

Andrew H. Walker/Getty

The star dressed up for a good cause in April 2011, donning a tiered black Dsquared² dress to an event for DKMS — the world's largest bone marrow donor center.

Rihanna at the 54th Annual Grammy Awards in February 2012

Rihanna arrives at The 54th Annual GRAMMY Awards at Staples Center on February 12, 2012 in Los Angeles, California
Rihanna arrives at The 54th Annual GRAMMY Awards at Staples Center on February 12, 2012 in Los Angeles, California

Christopher Polk/WireImage

Rihanna wore one of her most daring looks yet at the 2012 Grammy Awards, for which she dreamed up a cut-to-there plunging black Giorgio Armani black silk gown with a center slit. She later admitted the ensemble was inspired by Michelle Pfieffer's character of Elvira Hancock in Scarface.

"This is a collaboration between Mr. Armani and myself," Rihanna told E! News on the carpet. "I helped him design this one. I wanted something … [simple]-but sexy and a little gangster at the same time."

She finished the look off with Christian Louboutin heels.

Rihanna at a Stella McCartney Special Presentation in February 2012

Rihanna arrives for the Stella McCartney Special Presentation at 13 North Audley Street during London Fashion Week Autumn/Winter 2012 on February 18, 2012 in London, England.
Rihanna arrives for the Stella McCartney Special Presentation at 13 North Audley Street during London Fashion Week Autumn/Winter 2012 on February 18, 2012 in London, England.

Samir Hussein/Getty

The Ocean's 8 star posed in a slinky hunter green Giorgio Armani slip dress with a thigh-high slit and dainty straps across a mostly open back for a Stella McCartney Special Presentation show. Her chunky gold choker and gold lids also expertly matched her Tom Ford sandals.

Rihanna at the TIME 100 Gala in April 2012

Rihanna attends the TIME 100 Gala celebrating TIME'S 100 Most Influential People In The World at Jazz at Lincoln Center on April 24, 2012 in New York City
Rihanna attends the TIME 100 Gala celebrating TIME'S 100 Most Influential People In The World at Jazz at Lincoln Center on April 24, 2012 in New York City

Fernando Leon/Getty

As one of TIME's most Influential People in 2012, the songwriter attended the magazine's gala in a strapless hot pink Marchesa creation with a high-low hem and a pointy bustline.

Rihanna at the L.A. premiere of Battleship in May 2012

Rihanna arrives at the Los Angeles Premiere "Battleship" at the Nokia Theatre L.A. Live on May 10, 2012 in Los Angeles, California
Rihanna arrives at the Los Angeles Premiere "Battleship" at the Nokia Theatre L.A. Live on May 10, 2012 in Los Angeles, California

Jon Kopaloff/FilmMagic

Rihanna co-designed the super sexy backless Adam Selman gown she wore to the L.A. premiere of Battleship on May 10, 2012. "I've gotta hold on to my outfit a little tighter than usual," she joked to Access Hollywood of the frock.

Rihanna arrives at the MTV Video Music Awards in September 2012

Rihanna arrives at 2012 MTV Video Awards at Staples Center on September 6, 2012 in Los Angeles, California
Rihanna arrives at 2012 MTV Video Awards at Staples Center on September 6, 2012 in Los Angeles, California

Gregg DeGuire/WireImage

Between her then newly shorn pixie cut and her elegant white backless Adam Selman column gown, Rihanna caused a serious style stir at the 2012 MTV Video Music Awards,

Rihanna promotes her Unapologetic album in November 2012

Rihanna promotes "Unapologetic" at Best Buy Theater on November 20, 2012 in New York City
Rihanna promotes "Unapologetic" at Best Buy Theater on November 20, 2012 in New York City

D Dipasupil/FilmMagic

Looking cool and casual in a pair of black leather culottes and a shiny black top with a gold chain necklace, Rihanna promoted her latest album release at an N.Y.C. Best Buy.

Rihanna walks the red carpet at the 55th Grammy Awards in February 2013

Rihanna arrives at the The 55th Annual GRAMMY Awards on February 10, 2013 in Los Angeles, California.
Rihanna arrives at the The 55th Annual GRAMMY Awards on February 10, 2013 in Los Angeles, California.

Steve Granitz/WireImage

Rihanna's stunning Azzedine Alaïa gown and long, loose waves struck the perfect note at the 2013 Grammy Awards.

Rihanna at the American Music Awards in November 2013

Rihanna poses in the press room at the 2013 American Music Awards at Nokia Theatre L.A. Live on November 24, 2013 in Los Angeles, California
Rihanna poses in the press room at the 2013 American Music Awards at Nokia Theatre L.A. Live on November 24, 2013 in Los Angeles, California

Jason LaVeris/FilmMagic

After slaying the red carpet at the 2013 AMAs in a two-piece Jean Paul Gaultheir design, which consisted of a sequined bra top and a matching skirt with a sheer tulle fabric at the thighs, Rihanna was presented with the awards show's first-ever Icon Award by her mother, Monica Braithwaite.

Rihanna at the 56th Annual Pre-Grammy Gala in January 2014

Rihanna during the 56th annual GRAMMY Awards Pre-GRAMMY Gala and Salute to Industry Icons honoring Lucian Grainge at The Beverly Hilton on January 25, 2014 in Los Angeles, California
Rihanna during the 56th annual GRAMMY Awards Pre-GRAMMY Gala and Salute to Industry Icons honoring Lucian Grainge at The Beverly Hilton on January 25, 2014 in Los Angeles, California

Kevin Mazur/WireImage

The makeup mogul's style was all grown up at the 56th annual pre-Grammy gala on Jan. 28, 2014, when she showed up in a silky canary yellow Alexander Vauthier couture shirt dress with a flowing train, a deep V-neckline and a ultra high thigh-slit. Gold Louboutins pumps sparkled at her feet while Neil Lane diamonds iced her wrist, neck and fingers.

Rihanna attends the Miu Miu fashion show during Paris Fashion Week in March 2014

Rihanna arrives at the Miu Miu show as part of the Paris Fashion Week Womenswear Fall/Winter 2014-2015 on March 5, 2014 in Paris, France
Rihanna arrives at the Miu Miu show as part of the Paris Fashion Week Womenswear Fall/Winter 2014-2015 on March 5, 2014 in Paris, France

Jacopo Raule/GC Images

Dressed in a hugely oversized leather Prada jacket with a fur collar and trim, Rihanna kicked off Paris Fashion Week at Miu Miu in 2014.

Rihanna at the Met Gala in May 2014

Rihanna in Stella McCartney attends the Metropolitan Museum of Art's 2014 Costume Institute Gala featuring the opening of the exhibit 'Charles James: Beyond Fashion
Rihanna in Stella McCartney attends the Metropolitan Museum of Art's 2014 Costume Institute Gala featuring the opening of the exhibit 'Charles James: Beyond Fashion

Fairchild Archive/Penske Media/Getty

Rihanna turned to Stella McCartney for her look for the 2014 Met Gala — a white long-sleeve crop top with a beaded collar and a matching maxi skirt — the theme of which was "Charles James: Beyond Fashion."

Rihanna attends the CFDA Fashion Awards in June 2014

Rihanna attends the 2014 CFDA fashion awards at Alice Tully Hall, Lincoln Center on June 2, 2014 in New York City
Rihanna attends the 2014 CFDA fashion awards at Alice Tully Hall, Lincoln Center on June 2, 2014 in New York City

Jamie McCarthy/WireImage

As the recipient of the 2014 Council of Fashion Design of America Fashion Icon Award, Rihanna brought the heat, donning a completely sheer Adam Selman gown covered only with Swarovski crystals (more than 216,000 of them) and a matching headwrap to the event. She later cited her decision not to wear a bedazzled thong with the dress as her life's sole regret in Vogue in 2016.

"'I just liked it better without the lines underneath. Could you imagine the CFDA dress with a bra? I would slice my throat," she told the magazine. She added: "I already wanted to, for wearing a thong that wasn't bedazzled. That's the only regret I have in life."

Rihanna at the amfAR Inspiration Gala in October 2014

Rihanna arrives at the 2014 amfAR LA Inspiration Gala at Milk Studios on October 29, 2014 in Hollywood, California
Rihanna arrives at the 2014 amfAR LA Inspiration Gala at Milk Studios on October 29, 2014 in Hollywood, California

Axelle/Bauer-Griffin/FilmMagic

Wearing 2014 amfAR honoree Tom Ford, Rihanna turned heads in a Grecian white gown design with a super high thigh slit and a sheer bra with pink jewels at the breast.

Rihanna arrives at the 57th Grammy Awards in February 2015

Rihanna arrives at the 57th GRAMMY Awards at Staples Center on February 8, 2015 in Los Angeles, California
Rihanna arrives at the 57th GRAMMY Awards at Staples Center on February 8, 2015 in Los Angeles, California

Jon Kopaloff/FilmMagic

Rihanna's voluminous Giambatista Valli silk-and-tulle gown with an empire waist all but took over the red carpet at the 2015 Grammy Awards.

Rihanna arrives at the Met Gala in May 2015

Rihanna attends "China: Through the Looking Glass" 2015 Costume Institute Benefit Gala - red carpet arrivals at the Metropolitan Museum of Art in New York City.
Rihanna attends "China: Through the Looking Glass" 2015 Costume Institute Benefit Gala - red carpet arrivals at the Metropolitan Museum of Art in New York City.

Lars Niki/Corbis/Getty

On May 4, 2015, Rihanna made Met Gala history in an ornate gold couture gown with fur trim that she found online. The stunning piece took Chinese designer Gui Pei two years, or roughly 50,000 hours, to sew by hand and featured 50 pounds of embroidery and a sweeping 16-foot-long train.

Though it was perfect for the evening's theme of "China: Through the Looking Glass," it was so over-the-top, even the fashion powerhouse began to doubt herself. "I remember being so scared to get out of that car because I felt like, 'I'm doing too much,' " Rihanna later told Access of her iconic look. "I was driving past the red carpet and I was just seeing gowns. I was like, 'Oh my god, I'm a clown, people are gonna laugh at me."

Rihanna at a Soho club in August 2016

Rihanna arrives at Club Up And Down in Sohoon August 28, 2016 in New York City
Rihanna arrives at Club Up And Down in Sohoon August 28, 2016 in New York City

Raymond Hall/GC Images

Riri was a vision in a chartreuse fringe gown with sheer panels while heading to a club in SoHo, New York, on Aug. 28, 2016.

Rihanna walks the red carpet at the 59th Grammy Awards in February 2017

Rihanna attends The 59th GRAMMY Awards at STAPLES Center on February 12, 2017 in Los Angeles, California
Rihanna attends The 59th GRAMMY Awards at STAPLES Center on February 12, 2017 in Los Angeles, California

Frazer Harrison/Getty

Armani Privé designed a head-turning black plissé ballgown skirt and a bold beaded orange crop top for Rihanna to attend the 2017 Grammys in. She set the look off with Chopard jewels galore.

Rihanna at the Met Gala in May 2017

Rihanna attends the "Rei Kawakubo/Comme des Garcons: Art Of The In-Between" Costume Institute Gala at Metropolitan Museum of Art on May 1, 2017 in New York City
Rihanna attends the "Rei Kawakubo/Comme des Garcons: Art Of The In-Between" Costume Institute Gala at Metropolitan Museum of Art on May 1, 2017 in New York City

Kevin Mazur/WireImage

Rihanna took her love of fashion to new heights in 2017, when she showed up to the Met Gala in an incredible multicolored Commes des Garçons creation that nailed the evening's "Rei Kawakubo/Commes des Garçons" theme. Pulled from the brand's 2016 runway collection, the 3D piece was reportedly inspired by "punks in the 18th century, which was a time of so many revolutions." Rihanna's lace-up Dsquared2 sandals completed the look.

Rihanna at the Cannes premiere of Okja in May 2017

Rihanna attends the "Okja" screening during the 70th annual Cannes Film Festival at Palais des Festivals on May 19, 2017 in Cannes, France
Rihanna attends the "Okja" screening during the 70th annual Cannes Film Festival at Palais des Festivals on May 19, 2017 in Cannes, France

George Pimentel/WireImage

In 2017, Rihanna made her Cannes Film Festival debut, hitting the red carpet for the premiere of Okja in an off-white Dior ballgown and a  tiny pair of Andy Wolf Eyewear shades.

Rihanna at the Met Gala in 2018

The Metropolitan Museum of Art's Costume Institute Benefit celebrating the opening of Heavenly Bodies: Fashion and the Catholic Imagination, Arrivals, New York, USA - 07 May 2018
The Metropolitan Museum of Art's Costume Institute Benefit celebrating the opening of Heavenly Bodies: Fashion and the Catholic Imagination, Arrivals, New York, USA - 07 May 2018

Stephen Lovekin/Variety/REX/Shutterstock

At the 2018 Met Gala, Rihanna perfectly embodied the "Heavenly Bodies: Fashion and the Catholic Imagination" theme by donning a bejeweled strapless mini dress with a matching collared robe by Maison Margiela Artisinal. A coordinating papal mitre (a ceremonial head-dress of bishops) finished off the spectacular look.

"It was heavy, every step was a squat," Rihanna later said of the outfit in an interview with Entertainment Tonight. "I promise you my butt gained from that night."

Rihanna at the 4th Diamond Ball in September 2018

Rihanna attends Rihanna's 4th Annual Diamond Ball benefitting The Clara Lionel Foundation at Cipriani Wall Street on September 13, 2018 in New York City
Rihanna attends Rihanna's 4th Annual Diamond Ball benefitting The Clara Lionel Foundation at Cipriani Wall Street on September 13, 2018 in New York City

Dimitrios Kambouris/Getty

Alexis Mabille Couture was behind the white lace body stocking ensemble Rihanna hosted the fourth annual diamond ball in, which featured a full skirt overlay that twisted into a bow top. She elevated it even further with a bevy of Chopard jewels.

Rihanna at the 5th Diamond Ball in September 2019

Rihanna attends Rihanna's 5th Annual Diamond Ball at Cipriani Wall Street on September 12, 2019 in New York City
Rihanna attends Rihanna's 5th Annual Diamond Ball at Cipriani Wall Street on September 12, 2019 in New York City

Steven Ferdman/Getty

The evening's hostess shone bright like a diamond on Sept. 12, 2019, in a black turtleneck Givenchy Haute Couture gown that cascaded down into a white double organza cage skirt.

Rihanna attends a Fenty Beauty event in Seoul, Korea, in September 2019

Rihanna attends an event for 'FENTY BEAUTY' artistry beauty talk with Rihanna at Lotte World Tower on September 17, 2019 in Seoul, South Korea
Rihanna attends an event for 'FENTY BEAUTY' artistry beauty talk with Rihanna at Lotte World Tower on September 17, 2019 in Seoul, South Korea

Han Myung-Gu/WireImage

The businesswoman showed off oversized suiting done right in a white Jacquemus blazer and trouser ensemble set off by a perfectly pink pop of lipstick.

Rihanna attends the Fashion Awards in London in December 2019

Rihanna attends The Fashion Awards 2019 at the Royal Albert Hall on December 02, 2019 in London, England
Rihanna attends The Fashion Awards 2019 at the Royal Albert Hall on December 02, 2019 in London, England

Karwai Tang/WireImage

Janet Jackson presented Rihanna with the Urban Luxe Fashion Award at the 2019 Fashion Awards ceremony in London. She wore a mint green tube dress from her own Fenty collection for the occasion, complete with matching shawl and sheer gloves.

Rihanna poses for press at the Savage x Fenty Show Vol. 2 show in October 2020

Rihanna attends the second press day for Rihanna's Savage X Fenty Show Vol. 2 presented by Amazon Prime Video at the Los Angeles Convention Center in Los Angeles, California; and broadcast on October 2, 2020
Rihanna attends the second press day for Rihanna's Savage X Fenty Show Vol. 2 presented by Amazon Prime Video at the Los Angeles Convention Center in Los Angeles, California; and broadcast on October 2, 2020

Kevin Mazur/Getty

Wearing little more than a lacy bra, a leather blazer with gloves and a pair of fishnet stockings, Rihanna commanded attention at a press call for the Savage x Fenty Show Vol. 2 taping in L.A.

Rihanna at the Met Gala in 2021

Rihanna attends The 2021 Met Gala Celebrating In America: A Lexicon Of Fashion at Metropolitan Museum of Art on September 13, 2021 in New York City
Rihanna attends The 2021 Met Gala Celebrating In America: A Lexicon Of Fashion at Metropolitan Museum of Art on September 13, 2021 in New York City

Theo Wargo/Getty

Continuing with her streak of show-stopping Met Gala outfits, Rihanna showed up to the 2021 affair in an oversized sculptural coat dress featuring a high collar and flared hem from Balenciaga.

The gala also marked her red carpet debut with boyfriend A$AP Rocky, who coordinated with Rihanna in a multicolor quilted blanket look.

Rihanna celebrates Fenty Beauty in Los Angeles in February 2022

Rihanna poses for a picture as she celebrates her beauty brands fenty beauty and fenty skin at Goya Studios on February 11, 2022 in Los Angeles, California
Rihanna poses for a picture as she celebrates her beauty brands fenty beauty and fenty skin at Goya Studios on February 11, 2022 in Los Angeles, California

Mike Coppola/Getty

Rihanna played peekaboo with her baby bump in a green and pink Attico fringe top and pants set for a Fenty Beauty and Fenty Skin appearance in L.A. in Feb. 2012. "I'm enjoying not having to worry about covering up my tummy," she told PEOPLE at the event. "If I feel a little chubby, it's like, whatever! It's a baby!"

Rihanna attends the Dior fashion show in Paris in March 2022

Rihanna attends the Dior Womenswear Fall/Winter 2022/2023 show as part of Paris Fashion Week on March 01, 2022 in Paris, France
Rihanna attends the Dior Womenswear Fall/Winter 2022/2023 show as part of Paris Fashion Week on March 01, 2022 in Paris, France

Stephane Cardinale - Corbis/Corbis/Getty

Leave it to Rihanna to make lingerie high fashion. The singer wore a see-through negligee over a lacy bra and thong while sitting front row at the Dior fall/winter 2022/2023 fashion show in Paris in March 2022.

Rihanna at the launch of Fenty Beauty at Ulta Beauty in March 2022

rihanna
rihanna

Kevin Mazur/Getty

To celebrate the launch of her Fenty Beauty line at Ulta in March 2022, Rihanna paired a long-sleeve peekaboo crop top with a sparkling column skirt. A thin silver chain draped across her stomach highlighted her baby bump.

Rihanna at the Black Panther: Wakanda Forever premiere in October 2022

Rihanna at the world premiere of Marvel Studios Black Panther: Wakanda Forever
Rihanna at the world premiere of Marvel Studios Black Panther: Wakanda Forever

Gilbert Flores/Variety via Getty Images

Rihanna walked the red carpet at the Black Panther: Wakanda Forever premiere alongside her beau A$AP Rocky while wearing an olive green Rick Owens dress with a fitted bodice and structural detailing at the skirt. A pair of arm-length gloves and pointed-toe olive green heels finished off the glam look.

Rihanna at the 2023 Super Bowl Halftime Show

Rihanna performs onstage during the Apple Music Super Bowl LVII Halftime Show at State Farm Stadium on February 12, 2023 in Glendale, Arizona.
Rihanna performs onstage during the Apple Music Super Bowl LVII Halftime Show at State Farm Stadium on February 12, 2023 in Glendale, Arizona.

Mike Coppola/Getty Rihanna performing at Super Bowl LVII

Rihanna performed during the Halftime Show in a custom red Loewe ensemble, which was "designed to build volume in step with the dynamic scenography of the show," according to the brand.

The outfit included a jersey catsuit under a sculpted leather corset, which showed off her baby bump, and a layered flight suit made of cotton canvas.

The singer finished the look with a 19 carat ruby and diamond ring and diamond earrings.

Rihanna at the 2023 Oscars

Rihanna performs onstage during the 95th Annual Academy Awards at Dolby Theatre on March 12, 2023 in Hollywood, California.
Rihanna performs onstage during the 95th Annual Academy Awards at Dolby Theatre on March 12, 2023 in Hollywood, California.

Kevin Winter/Getty

Rihanna performed at the 2023 Oscars in a shimmering black ensemble, including a glamorous top that highlighted her baby bump with a cascade of jewels.

The singer paired the piece with black elbow-length gloves and wide-leg pants. She then finished off the look with dangling earrings and a necklace.