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Rihanna’s Sexiest Looks of All-Time: Photos

Rihanna’s Sexiest Looks of All-Time: Photos

Rihanna’s fashion sense certainly sets her apart from the rest. Celebrate her birthday with some of her hottest looks of all time.

We all know Rihanna is a fashion icon, famous for pushing boundaries with her sartorial choices. Whether she’s attending a red carpet event or just out and about, the pop star consistently adds a touch of seduction to her outfits with daring cut-outs and plunging necklines. Her confidence and unapologetic approach to style has made her a role model for women everywhere, and that was even before she reinvented maternity fashion during her two pregnancies.

Whether she’s showing off her figure in something provocative, or embracing something a little more glam, Rihanna knows how to rock it all. Ready for more looks from RiRi? Scroll through this gallery to see all of Rihanna’s photos!

1 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

ShotbyNYP / BACKGRID

Rihanna sported sheer sequined pants and a fur coat while out for dinner on June 1, 2023. She also sported a ‘Fear and Loathing In Las Vegas’ t-shirt.

June 2, 2023, 9:47AM 2 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

MEGA

Rihanna and A$AP Rocky went out to dinner at Giorgio Baldi restaurant in Santa Monica on April 5, 2023, when they took their adorable baby son with them for the outing. Rihanna wore this oversized Wu-Tang Clan shirt with a sheer black skirt, heels & a pair of Maison Margiela x Gentle Monsters Mm003 Sunglasses.

April 6, 2023, 8:57AM 3 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Dave Shopland/Shutterstock

Rihanna looked gorgeous at the Super Bowl LVII Press Conference on Feb. 9, when she wore this furry black leather cropped jacket with a plunging black bra beneath, a tight gray animal print midi skirt with a thigh-high slit on the side & a pair of strappy snakeskin gladiator heels. 

February 9, 2023, 1:52PM 4 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Dave Shopland/Shutterstock

Rihanna looked stunning at her Super Bowl LVII press conference on Feb. 9, when she wore a plunging top with an oversized, black leather furry cropped jacket on top styled with a tight gray animal print midi skirt with a thigh-high slit on the side & a pair of snakeskin, gladiator heel sandals. 

February 9, 2023, 1:02PM 5 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Shutterstock for HFPA

Rihanna dared to impress at the 80th Annual Golden Globe Awards in 2003. The singer rocked a black velvet Schiaparelli gown with incredible puff sleeves.

January 11, 2023, 12:08PM

6 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

STARTHESTAR / SplashNews.com

Rihanna was sparkling as she and ASAP Rocky left Miami’s Story nightclub in the early hours of the morning after his performance. Her hair was long and curly and she piled on the diamonds too.

December 2, 2022, 9:20AM 7 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

The Hollywood JR / BACKGRID

Rihanna rocked an all-blue Balenciaga/Adidas coat while grabbing dinner with friends at Italian restaurant Giorgio Baldi in Santa Monica on Nov. 17, 2022. The star’s look featured a matching purse and over-the-knee-boots. She gave herself a bit of privacy with a hood, letting her and her friends enjoy their meal for over 4 hours.

November 17, 2022, 8:39AM 8 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

8:18 / BACKGRID

Rihanna and ASAP Rocky look very fashionable having a romantic time eating ice cream together in Los Angeles on Nov. 10. They both wore black leather jackets.

November 11, 2022, 7:56AM 9 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

LESE / BACKGRID

Rihanna looked happy in West Hollywood while shopping at Bristol Farms with a bodyguard in tow. The singer/fashion designer wore a black DMX swearshirt and showed off her legs as she walked through the parking lot with a smile and flashed a peace sign with her fingers.

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October 5, 2022, 9:51AM 10 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

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Rihanna heads to A$AP Rocky’s birthday dinner in Los Angeles on Oct. 2, 2022. She wore a black dress with thigh-high slit and pointy heels.

October 3, 2022, 7:47AM 11 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

North Woods / BACKGRID

Rihanna is all smiles as she heads out for the night wearing a killer pair of black leather knee high boots. She was at the Rolling Loud Festival afterparty.

September 25, 2022, 10:21AM 12 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

North Woods / BACKGRID

Rihanna looked stylish in yellow as she steps out for dinner at New York City’s Nobu Downtown. The dinner came four months after she and A$AP Rocky welcomed their first child together. Oversized streetwear was a staple of her post-pregnancy look. 

September 7, 2022, 8:37AM 13 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

WavyPeter / SplashNews.com

Rihanna and A$AP Rocky step out for dinner looking amazing in New York City. She wore a little black dress and looked divine.

August 12, 2022, 7:44AM 14 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

WavyPeter / SplashNews.com

Rihanna rocked baggy duds while making an emergency trip to the dentist on Aug. 23, 2022. She wore a jersey and checkered pants.

August 24, 2022, 9:20AM 15 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

PhotosByDutch / SplashNews.com

Rihanna is seen leaving The Nice Guy after attending a friends birthday party in Los Angeles. Her pink outfit was outrageously cool..

April 12, 2022, 8:43AM 16 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

JosiahW / BACKGRID

Rihanna wears a cast on her right hand as she and A$AP Rocky visit Basquiat’s exhibit at ‘Christie’s.’ She looked stylish.

December 5, 2021, 9:07AM 17 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Tim Rooke/Shutterstock

Rihanna looks stunning in this slinky orange Bottega Veneta dress as she is officially named a ‘national hero’ in her native Barbados. The island’s ceremony took place to declare it is its own republic. She looked great!

November 30, 2021, 8:56AM 18 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

PapCulture / BACKGRID

Rihanna looks gorgeous while on a shopping trip in New York City. The singer sported a black mini-dress while out and about. 

October 2, 2021, 1:35PM 19 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Evan Agostini/Invision/AP/Shutte

Rihanna wows at the premiere event for Savage X Fenty Vol. 3 in New York City. She sizzled in a plunging black top with lace lingerie underneath.

September 23, 2021, 8:04AM 20 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

ShotbyNYP / BACKGRID

Rihanna looks fabulous as she heads to her favorite restaurant in Santa Monica, Giorgio Baldi. She wowed rocking this sexy black outfit. It features a plunging black tank top that revealed her lace bra underneath & a pair of tight, high-waisted pants.

September 22, 2021, 10:01AM 21 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

JosiahW / BACKGRID

Rihanna bares her behind in a see-through outfit for her Met Gala after party. She looked great!

September 14, 2021, 8:48AM 22 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

DIGGZY/Shutterstock

Rihanna looks fabulous in this plunging V-neck Harley Davidson bandana top with a pair of ripped jeans over red sweatpants. She was on a date with A$AP Rocky in NYC.

August 13, 2021, 9:06AM 23 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

BeautifulSignature/Shutterstock

Rihanna wears a little black dress and white sweater while out with ASAP Rocky in NYC. She completed the look with white heels and a trucker hat.

August 3, 2021, 8:30AM 24 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

T.JACKSON / BACKGRID

Rihanna looks absolutely fabulous as she dines in NYC rocking a black Vaquera Oversized Lace Teddy dress with a Gucci Velvet Monogram Shoulder Bag and Manolo Blahnik Allura Slingbacks. She also rocked red lipstick.

July 6, 2021, 9:52AM 25 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Dario/TheBigShotApp/Shutterstock

Rihanna loisked stunning as she shows off her long legs in a black mini Supriya Lele skirt with a slit on the side. She paired with a sheer long-sleeve green plunging button-down tucked in while out in NYC.

June 29, 2021, 9:49AM 26 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Richard/Cesar/TheBigShotApp/Shut

Rihanna rocks a plunging pink dress for a date night with A$AP Rocky in New York City. The sexy dress featured a thigh-high slit, and Rihanna paired it with heels and a furry hat.

June 24, 2021, 7:39AM 27 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Photographer Group/MEGA

A fashionable Rihanna shows off short hair as she heads to Giorgio Baldi restaurant for dinner in Santa Monica. She wore a white crop top under a blue over coat and lime green patterned pants with white heels.

May 6, 2021, 8:38AM 28 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

GIO / BACKGRID

Rihanna puts on a sexy display as she steps out to a late dinner at Wally’s in Beverly Hills. The beauty wore a see-through top and a black Hermes Japanese-themed silk robe with black sweat pants and purple Nike Dunks on April 19, 2021.

April 20, 2021, 8:50AM 29 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

ShotbyNYP / BACKGRID

Rihanna leaves a night out wearing a little black dress with fringe detail and a long black coat. She rocked the ensemble for a night out with A$AP Rocky

April 12, 2021, 10:51AM 30 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

007 / Photographer Group / MEGA

Rihanna leaves The Nice Guy late at night. She wore a stylish green and gold mini-dress dress with a headscarf.

April 11, 2021, 12:18PM 31 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

@TheHapaBlonde / BACKGRID

Rihanna rocks sheer pants and a leather jacket while out and about in New York City on April 5, 2021. She paired the look with white heels and headed to her mom’s birthday celebration in the Big Apple.

April 6, 2021, 10:09AM 32 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Rachpoot/MEGA

Rihanna bags her own groceries while shopping at gourmet chain, Bristol Farms in Beverly Hills on March 29, 2021. The singer rocked stunning braids, a mini skirt and open-toe heels!

March 30, 2021, 11:25AM 33 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Jawad Elatab / BACKGRID

Rihanna shows some leg in an orange, turtleneck dress at the launch of her Fenty line at Bergdorf Goodman. She also rocked gold heeled boots and an orange jacket with the look.

February 17, 2021, 12:45PM 34 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

SPOT-stoianov / BACKGRID

Rihanna hits the streets of downtown LA to film a music video. She looked amazing in a plunging, tie-dye suit for the shoot, along with a bold makeup look.

February 17, 2021, 12:45PM 35 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

PapCulture / BACKGRID

Rihanna hits the streets of NYC in jeans and a button-down blouse, with her lacy lingerie peaking through the top. She completed the outfit with white heels and a long fur coat.

January 20, 2021, 10:58PM 36 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Palace Lee/Shutterstock

Rihanna leaves her Fenty party in London following the British Fashion Awards on Dec. 2, 2019. The singer and mogul was honored with an award at the festivities and wore Fenty and Own Collection for the after party.

December 3, 2019, 8:53AM 37 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

David Fisher/Shutterstock

Rihanna attends the 2019 Fashion Awards at the Royal Albert Hall in London on December 2, 2019. The singer looked stunning in the dramatic, teal look!

December 2, 2019, 3:26PM 38 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Matt Baron/Shutterstock

Rihanna looks super sexy in a plunging slit vintage John Galliano kimono with David Webb jewels at the AFI FEST 2019 premiere of Queen & Slim at the TCL Chinese Theatre on Thursday, Nov. 14, in Hollywood. She was gorgeous.

November 15, 2019, 9:28AM 39 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

DIGGZY / SplashNews.com

Rihanna looks gorgeous in a skintight strapless white midi dress with strappy white Fenty T-Heel Leather Square Sandals and loads of diamond jewelry at the 2019 Miyake Mugler Porcelain Ball in NYC on Oct. 12. She smiled while walking by cameras.

October 13, 2019, 6:56PM 40 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Evan Agostini/Invision/AP/Shutte

Rihanna celebrates the launch of her 500-page visual autobiography in a gorgeous leopard print dress from Saint Laurent’s Spring/Summer collection. The stunning number featured a racy cutout across her chest, and she paired the number with a gorgeous pair of burgundy leather boots. The ritzy event took place at New York City’s Guggenheim Musem on Friday, Oct. 11, 2019.

October 12, 2019, 7:05PM 41 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

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Rihanna stuns in an all-white ensemble while attending a party in honor of her brother’s cigar line in London on Oct. 10, 2019. She also wore matching Versace sunglasses.

October 10, 2019, 10:13PM 42 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

BACKGRID

Rihanna looks sexy in an all black leather ensemble as she leaves Up & Down early this morning. Rihanna looks great as she makes her way to her ride after the long night out.

September 14, 2019, 1:36PM 43 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Getty Images for Savage X Fenty

Rihanna put on quite the show for Brooklyn when she performed onstage during Savage X Fenty Show Presented By Amazon Prime Video on September 10, 2019 during NYFW. Sheer bodysuit over black lingerie? Yes please!

September 13, 2019, 10:59AM 44 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

John Salangsang/January Images/S

Rihanna stuns in a turquoise Alexandre Vauthier dress on Sept. 10, 2019. She wore the glittery look to her Savage X Fenty show during New York Fashion Week.

September 11, 2019, 1:16PM 45 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Andrew H. Walker/Shutterstock

Rihanna is the center of attention in hot pink! She pairs the cowlneck mini dress with matching strappy shoes and lips for the Fenty Pop-Up Launch Party, on the eve of the opening of Fenty’s first U.S. pop-up shop. The party was hosted in The Webster in New York City on June 18, 2019.

June 18, 2019, 11:59PM 46 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Francois Mori/AP/REX/Shutterstock

Rihanna looks chic in all white as she makes an appearance at the Fenty Pop-up Store in Paris, France on May 22, 2019. Her white dress is part of her Fenty collection.

May 31, 2019, 11:50AM 47 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

PapCulture / BACKGRID

Rihanna steps out for a date night at Bar & Books cocktail lounge in NYC. There, she opted to wear a slinky white dress underneath a heavy black peacoat which was super oversized and featured a cinched in waist. The bottom half flowed out into layers with a handkerchief hem, as she accessorized with white strappy open-toed sandals.

April 17, 2019, 11:32AM 48 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

BACKGRID

Rihanna looks gorgeous at her Fenty Beauty Launch party in Soho, London. She rocked this gorgeous satin yellow mini dress which featured buttons down the front, an off-the-shoulder sleeve, a double-breasted bodice, which featured two pockets, and a skin-tight, corset-style shape, with two slits on the super short hem, and massive, poufy long-sleeves.

April 3, 2019, 10:36AM 49 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Kristin Callahan/Ace/REX/Shutterstock

Rihanna puts her toned legs on display in a denim blouse and mini skirt while out and about in New York. She also wore sunglasses.

February 14, 2019, 3:22PM 50 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Evan Agostini/Invision/AP/REX/Shutterstock

Rihanna puts major leg on display in this ruffled pink gown at the anniversary celebration of her Fenty Beauty line. She smiled while posing.

October 1, 2018, 10:57AM 51 of 51

Rihanna’s Sexiest Looks of All-Time: Photos

Media-Mode / SplashNews.com

Rihanna, dressed in head to toe snakeskin, appears at her FENTY BEAUTY 1st anniversary event on Sydney Harbour in Australia. She posed with matching heels and a purse.

October 3, 2018, 8:33AM Click to Subscribe to Get Our Free HollywoodLife Daily Newsletter to get the hottest celeb news. Articles Trending Now

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