9 of the most daring looks Rihanna and A$AP Rocky have pulled off together as a couple

Rihanna and A$AP Rocky didn't start dating until 2020, but they sure looked like a stylish match at the 2019 Fashion Awards.

Rihanna and A$AP Rocky arrive at The Fashion Awards 2019 held at Royal Albert Hall on December 2, 2019, in London, England. 

Samir Hussein/WireImage

Though technically "wasabi green," according to Vogue, Rihanna's Fenty ensemble at The Fashion Awards in 2019 had just enough of an aquamarine hue to it that it subtly coordinated with Rocky's dark navy-blue slouchy suit.


However, at the time, the pair were just friends.

For the event, Rihanna paired her look with strappy heels and silver body jewelry. Meanwhile, Rocky kept his outfit somewhat subdued and completed it with chunky sneakers. 

On the set of a music video in 2021, Rihanna wore a shearling oversized brown coat with a daring corset while Rocky sported a navy-blue ensemble with a baseball cap.

Rihanna and A$AP Rocky are seen filming a music video in the Bronx on July 10, 2021, in New York City.


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By 2021, Rocky and Rihanna's relationship was public knowledge with her confirming they started dating at the beginning of the pandemic during a later Vogue interview in April 2022.

That summer, the couple was photographed looking cozy on the streets of New York City on the set of a music video. A fan of anything oversized, Rihanna opted for a long shearling coat, which she paired with brown pants, a taupe cropped corset, and a floral bandana. 

Rocky also stuck to a largely monochrome ensemble. He wore navy corduroy pants with a matching long-sleeved shirt, a black-and-white baseball cap, and chunky black boots.


For their Met Gala debut as an item in 2021, Rihanna and Rocky chose contrasting statement coats.

ASAP Rocky and Rihanna attend the 2021 Costume Institute Benefit, In America: A Lexicon of Fashion, at the Metropolitan Museum of Art on September 13, 2021, in New York City. 

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2021 marked the first Met Gala that they attended as a couple. 

For the event, which theme was "In America: A Lexicon of Fashion," Rocky worked with ERL designer Eli Russel Linnetz, who repurposed a rainbow-colored handmade vintage quilt to be the focus of the rapper's look.

As Insider previously reported, a woman named Sarah, who went by @books_n_babies on Instagram, shared that it was her great-grandmother who originally designed the statement piece.

Meanwhile, Rihanna mirrored Rocky's oversized outfit but opted to go all-black in a couture Balenciaga coatdress designed by the brand's creative director Demna Gvasalia, according to Vogue. 

As parents-to-be, the couple showed no signs of pumping the brakes on their love of daring style at a Fenty event in February 2022.

A$AP Rocky and Rihanna pose for a picture as they celebrate her beauty brands, Fenty Beauty and Fenty Skin, at Goya Studios on February 11, 2022, in Los Angeles, California. 

Mike Coppola/Getty Images

Weeks after confirming she was pregnant with her and Rocky's first child, Rihanna hit the red carpet with a first glimpse at how fashionable her maternity style would be at a Fenty Beauty event in LA.

For the occasion, she wore a sparkly shredded green halter top and pink faded matching pants from The Attico, Fashionista reported. A version of the top cost $3,060, while a version of the pants cost $8,180.


Adding his own pop of color to the event, Rocky wore a purple Louis Vuitton Letterman jacket, lime-green sneakers, and ripped jeans.

The couple proved they both understand the power of accessorizing during Milan Fashion Week 2022.

A$AP Rocky and Rihanna are seen at the Gucci show during Milan Fashion Week on February 25, 2022, in Milan, Italy. 

Victor Boyko/Getty Images for Gucci

Accessories can make or break an outfit. When it came to their debut at Milan Fashion Week, Rihanna and Rocky's accessories definitely made their individual ensembles that much more memorable.


At the Gucci show, Rocky wore an all-black ensemble consisting of sneakers, leather pants, a zip-up sweater, colorful gloves, and topped it all off with a snazzy Gucci carry-on suitcase. 

Meanwhile, Rihanna rocked more than one Gucci-designed piece, according to the brand's Instagram. She wore a black latex crop top, a lavender furry coat, and satin black pants emblazoned with a red dragon. 

She accessorized the look with necklaces, one of which was an 18-karat white-gold cross, according to Vogue, that fell lightly on top of her baby bump. However, the most unforgettable piece had to be her dramatic metallic headdress.


For the premiere of "Black Panther 2: Wakanda Forever," Rihanna and Rocky stepped onto the red carpet in grey ensembles with matching trains.

Rihanna and A$AP Rocky attend Marvel Studios' "Black Panther 2: Wakanda Forever" premiere at Dolby Theatre on October 26, 2022, in Hollywood, California 


For their date night at the movies, Rihanna and Rocky had somewhat of a twinning moment on the red carpet. Her ensemble was a light olive-green embellished Rick Owens gown, according to People.


Rihanna, who sang the original single "Lift Me Up" for the film, paired the gown, which featured a short train, with silky gloves and coordinating heels. 

Rocky's look also featured a short train. His denim-on-denim outfit perfectly coordinated with Rihanna's in color. 

Rihanna and Rocky showed love for the slouchy boyfriend jeans cut while out and about in March.

Rihanna and A$AP Rocky are seen on March 15, 2023, in Los Angeles, California. 

thecelebrityfinder/Bauer-Griffin/GC Images

Who said boyfriend's can't rock the boyfriend jean cut? In March, a month after confirming they were expecting their second child together at the Super Bowl, Rihanna and Rocky were spotted out and about in LA wearing coordinating loose-fitting jean looks paired with work boots and patterned shirts. 

Rihanna opted to go for a blue-and-red striped crop top while Rocky layered his red flannel under an olive-green vest. 

For their 2023 Met Gala outing, Rihanna shut down the red carpet in a petal-covered bridal look while Rocky sported a kilt over bedazzled jeans.

Rihanna and A$AP Rocky at the 2023 Met Gala, Karl Lagerfeld: A Line of Beauty, held at the Metropolitan Museum of Art on May 1, 2023, in New York City. 

Christopher Polk/WWD via Getty Images

They may have been the last to arrive on the red carpet but the wait was made worth it as Rihanna and Rocky  wore some of the most memorable looks of the evening. 

For her part, Rihanna sported bridal-inspired larger-than-life custom-made Valentino silk dress with a train and a voluminous jacket covered made up of 500 petals, according to Vogue. She accessorized with white sunglasses decorated with black eyelashes and a red lip.

And for his part, Rocky paid tribute to Karl Lagerfeld, who inspired the theme of the evening. He put his own spin on the classic red kilt by layering it over a pair of bejeweled jeans.

As Vogue reports, Lagerfeld was a fan of the traditional Scottish item, having worn a nearly-identical skirt at a Tokyo Chanel runway show in 2004.  

Rihanna and Rocky put an end to the question of whether sunglasses at night can be fashionable during a recent date night in NYC.

Rihanna and A$AP Rocky are seen on May 5, 2023, in New York City.


Gotham/GC Images

It's hard to pull of a sunglasses at night look but Rihanna and Rocky sure do make it look easy. During a recent night out to the restaurant Cipriani in NYC, the couple opted to pair their already eye-catching looks with shades, JustJared reported.

Rihanna's ensemble consisted of strappy heels, a leather skirt, a fuzzy gray turtleneck crop top, and faux-fur floor length jacket. 

Rocky paired his all-black shades with a leather jacket, a white shirt, blue-gray shorts, and high-top black sock sneakers. 

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