Update Consent

Rihanna and A$AP Rocky's Most Iconic Style Moments

All of Rihanna and A$AP Rocky's Best Fashion Moments Over the Years

Apr 21 2022

Ever since their undeniably passionate performance at the 2012 MTV Video Music Awards, it seems as if the romance between A$AP Rocky and Barbadian singer and designer Rihanna was simply imminent. The release of Rocky's "Fashion Killa" music video shortly thereafter only teased fans even more. Though they've both had their fair share of relationships, this love connection — and the coordinated outfits that followed — were bound to happen. It took nearly seven years for the couple to submit to their bona-fide chemistry, but Rihanna and Rocky wasted no time in making appearances. Certified fashion aficionados in their own right, the entertainers' relationship has birthed legendary looks, not to mention a soon-to-be baby with an equally high-fashion wardrobe.

While Rihanna is widely known for her groundbreaking style and Fenty designs, Rocky is no stranger when it comes to making a name for himself in the fashion world. Founder of creative agency AWGE, Rocky collaborated with luxury brand Marine Serre on an eco-sustainable collection made from regenerated materials. In his song "Multiply," the rapper describes his fashion sense: "I'm a trendsetter, you ain't even peep that," which couldn't be more accurate. Rocky has debuted some of the biggest trends — he was one of the first rappers to style a bandana as a "babushka" in 2019, which later became a treasured spring and summer accessory. Rocky's daring personal style combined with his laid-back-yet-collected-and-poised aura completely supplements his fashionable beau's looks.

Rihanna is not only the brainchild behind the highly coveted Fenty brand but also a street style legend for today's generation. As if her original style wasn't iconic enough, the business mogul's pregnancy has unlocked her unmatched ability to elevate maternity style forever. Ever since the world discovered Rihanna was expecting when she announced in a vintage Chanel puffer and body jewellery on the streets of Harlem, the internet has anxiously awaited her every outing. She's since developed a signature of showing off her bump in all her looks, from the silver Coperni crisscross bra top to the red Alaïa catsuit she slipped on to grace the cover of Vogue.

Ultimately, although the two musicians possess individual style that's nothing short of iconic, their complementary looks have proven that Rihanna and A$AP Rocky are just made for each other. From their heart-warming PDA moments to sitting front row at the buzziest Fashion Week shows, the dynamic duo have revolutionized celebrity couple dressing as we know it.

Ahead, scroll for some boundary-pushing moments from the world's most fashionable couple.

Image Source: Getty / PORJ, PEMA

Rihanna and A$AP Rocky at the 2012 Video Music Awards

Performing their song "Cockiness (Love It)" together at the VMAs, they took the monochromatic approach. Rihanna wore red, featuring an Adam Selman dress and Balenciaga leather pants, while Rocky sported all black, consisting of a long shirt with leather details, shorts, and a snapback cap.

Image Source: Getty / Jason LaVeris

Rihanna and A$AP Rocky at the Louis Vuitton Runway Show

During Menswear Fashion Week in 2018, Rihanna and Rocky sat front row at the Louis Vuitton show. They both wore the pieces that late fashion designer Virgil Abloh made for his first collection with the luxury house. Once again, they went monochrome as Rihanna rocked a utilitarian white jumpsuit paired with a transparent Keepall duffel bag and white sunglasses, while Rocky wore a black monogrammed suit along with Abloh's iconic soft trunk leather bag.

Image Source: Getty / Bertrand Rindoff

Rihanna and A$AP Rocky at the 2019 British Fashion Awards

Marking their most iconic red carpet appearance before making their relationship official, Rihanna and Rocky arrived at the British Fashion Awards in style. The Fenty mogul and rapper both wore captivating ensembles from her own label. Rihanna played with textures in a mint-green satin bustier dress with diamanté straps complete with an organza jacket, sheer gloves, and satin strappy heels. In true Rocky fashion, the rapper wore a slouchy black suit with Rick Owens sneakers.

Image Source: Getty / Karwai Tang

Rihanna and A$AP Rocky Filming a Music Video in the Bronx

In summer 2021, paparazzi spotted the two lovebirds filming a music video in the Bronx. Rihanna's brown leather look featured a long coat with shearling trim, an archive Dolce & Gabbana snakeskin bustier, and pants, accessorised with gold jewellery and a yellow printed scarf. Rocky stayed true to the A$AP aesthetic with another all-black look.

Image Source: Getty / Raymond Hall

Watch This!

Pop Quiz

Watch the Cast of Fear Street Play a Creepy Game of Horror Movie "Would You Rather"

Rihanna and A$AP Rocky Filming a Music Video in New York City

The fashionable couple were seen one day later channelling their inner New Yorkers with nothing but colour. Rocky opted for a neon-green fur hat, green sunglasses, blue jeans, and a pair of Timberlands, while Rihanna rocked a pink fur coat from the Louis Vuitton spring 2022 menswear collection with a pair of neon-green heels.

Image Source: Getty / Raymond Hall

Rihanna and A$AP Rocky at the 2021 Met Gala

The fashionable couple have never disappointed when it comes to red carpet fashion, and the Met Gala was no exception. For their first Met Gala as a couple, the rapper and singer-turned-designer showed up fashionably late in jaw-dropping looks. Rihanna wore a black Balenciaga parka gown, accessorised with a black beanie and more than 267 carats of diamonds, including Bulgari necklaces. Rocky wore a custom giant quilted jacket designed by Eli Russell Linnetz of clothing brand ERL with an all-black look underneath. The jacket was made from fabric scraps, antique quilts, and his father's bathrobe.

Image Source: Getty / Sean Zanni

Rihanna and A$AP Rocky Outside Christie's NY

Seen leaving Basquiat's exhibit at Christie's NY, Rihanna and Rocky served the perfect looks to transition to winter. The "ANTI" singer opted for a purple-centreed look with a Marni colorblock puffer, Saint Laurent metallic miniskirt, and Balenciaga Essex boots accessorised with a Hanut Singh diamond and enamel necklace and a pair of red Shield sunglasses from her collaboration with Dior. Rocky wore a grey plaid coat and scarf with dark denim, brown loafers, and an AWGE snapback.

Image Source: Backgrid

Rihanna and A$AP Rocky on Date Night in Miami

Notorious for their fashionable date nights, Rihanna and Rocky didn't disappoint while out in Miami. The Fenty mogul was sultry in a Missoni Mare bikini layered under a fiery, silk Vetements button-down complete with Fenty mini denim shorts, Givenchy thong mules, Linda Farrow x The Attico Sunglasses, and a Fendi sequinned bag. The lover of black that he seems to be, Rocky channelled the ultimate 2000s skater-boy aesthetic with a Prada tee, a black hoodie and pants, and a pair of Vans, accessorised with his go-to snapback.

Image Source: Backgrid

Rihanna and A$AP Rocky Going For Dinner in Santa Monica

It's clear that when Rihanna and Rocky go anywhere, they're going to step out in style, and this dinner date was no different. Rihanna's all-about-Gucci outfit featured a headscarf and gilet from the brand's collaboration with Balenciaga, layered over a black slip dress, nude heels, and red framed sunglasses of the same brand. In theme with the balaclava trend, Rocky kept it casual with a graffiti denim jacket with bejeweled grey sweatpants and Jordans.

Image Source: Backgrid

Rihanna and A$AP Rocky Headed to Dinner in New York City

While on their way to Pastis Restaurant in New York, Rihanna and Rocky kept it fashionable and cosy. Rocky donned another all-black look featuring a zip-up with an ostrich-feather-lined hood from Alyx's fall 2022 collection and Prada gloves, while Rihanna mixed colours and textures. She opted for a daring look featuring a colorblock Martine Rose track jacket, Saint Laurent boucle and tweed miniskirt, and white strappy heels. She finished the look with a Prada spring 2011 fur scarf and Fernando Jorge diamond necklace.

Image Source: Getty / Gotham

Rihanna and A$AP Rocky at the Bottega Veneta Store

On a casual trip to the Bottega Veneta store in NYC, Rocky's look was the star of this fashion moment. While Rihanna kept it minimal with an all-black Balenciaga ensemble, the rapper went all out in head-to-toe camouflage. Perfect for the cold, he rocked a Vetements x Canada Goose parka with a denim set of the same brand and a forest camo balaclava from LA-based label Come Back as a Flower.

Image Source: Getty / Gotham

Rihanna and A$AP Rocky Out to Dinner in West Hollywood

Who said date night had to be dressy? It's safe to say Rihanna and Rocky show you the total opposite can work. Just as fashionable as they are dressed up, the couple kept it all-oversize everything. Rihanna wore a grey Balenciaga sweatsuit with a pair of white Prada slingback pumps layered under a navy Martine Rose coat, topping off the look with Loewe sunglasses. Rocky threw on a yellow varsity jacket over a screen-printed hoodie, denim jeans, and UGG flame-detail shoes.

Image Source: Backgrid

Rihanna and A$AP Rocky at the Fenty Beauty Universe Event in LA

Rihanna and Rocky proved, yet again, that they know how to do PDA in style. While celebrating the Fenty brand in LA, Rihanna turned heads in a sparkly two-piece set by The Attico, styled with a pair of Manolo Blahnik sandals and accessorised with nothing but diamonds, including Chopard amethyst earrings and Messika jewels. Rocky stayed true to his street vibe with a purple-accented outfit featuring a marvelous lineup of designer pieces including a Louis Vuitton Letterman jacket and sneakers, Vlone x Endless blue ripped jeans, a Raf Simons tote bag, and a Stfu snapback.

Image Source: Getty / Rich Fury

Rihanna and A$AP Rocky Out to Dinner in Santa Monica

Seen leaving the Giorgio Baldi restaurant together, the fashion-forward couple reveled in a majorly coordinated moment. Rihanna simply stunned in an all-red leather look consisting of a custom Alaïa coat and strappy sandals, while Rocky looked dapper as ever in a sparkly grey Celine suit and red Prada sneakers to complement his lady.

Image Source: Backgrid

Rihanna and A$AP Rocky Out to Dinner in SoHo

In true Rihanna fashion, she defied the status quo by wearing a look totally opposed to the weather, rocking an oversize Martine Rose jersey, a red Balenciaga puffer, Amina Muaddi crystal heels, an R13 baseball hat, Saint Laurent crystal earrings, and blue-and-red Miu Miu gloves. On the other hand, Rocky took the functional approach, donning a dark grey tee and black pants with work boots under a honey-coloured fur coat. He accessorised with a printed beanie and red-and-white bandana gloves.

Image Source: Getty / Robert Kamau

Rihanna and A$AP Rocky at the Gucci Show During Milan Fashion Week

The stylish couple more than understood the assignment when they sat front row at the Gucci Show during Milan Fashion Week. Rihanna dressed in pieces from the brand's pre-fall 2022 collection, sporting her bump along with a black latex and lace crop top, black trousers, Amina Muaddi snake sandals, and a purple faux-fur jacket. To accessorise, the fashion icon rocked a chain-mail headpiece and a stunning array of icy jewellery, including a Joseph Saidan sapphire pendant. In theme with the designer, Rocky wore his signature all-black look in a bomber jacket, leather pants, yellow gloves, and a Gucci-logo-embossed briefcase.

Image Source: Getty / Victor Boyko

Rihanna and A$AP Rocky Headed to the Gucci Afterparty in Milan

To further celebrate the brand that the duo seem to favour, Rihanna and Rocky headed to the Gucci afterparty in the most fashionable way possible. Rocky wore a white tee under a Palace Skateboards camo vest, khaki cargos with camo pockets, and a pair of Adidas Copa Nationale sneakers, all accessorised with a black balaclava and the new Gucci x Adidas gloves and bag. Rihanna rocked another all-Gucci look, featuring the same purple coat, a vintage sheer cutout monogram dress, a beaded purse, a Lang Antiques diamond pendant, and a custom pair of Gianvito Rossi Montecarlo sandals.

Image Source: Backgrid

Rihanna and A$AP Rocky at the Off-White Show During Paris Fashion Week

The fashionable couple continued to dominate Fashion Week, as they appeared at the Off-White fall 2022 show in monochromatic looks. Rihanna's peach ensemble featured a fresh-off-the-runway Diesel shearling coat, an Off-White minidress, strappy Manolo Blahnik sandals, a vintage Dior saddle bag, and a stunning array of various necklaces from House of Kutchinsky to finish off the look. Rocky's all-black look included a Mercedes bomber jacket over a hoodie with pants by the same brand, plus suede boots.

Image Source: Getty / Pascal Le Segretain

Rihanna and A$AP Rocky Out to Dinner in New York City

Seen leaving Carbone in New York City, Rihanna and Rocky served a street style vision. The fashionable queen wore a tan R13 bomber jacket, a vintage blue Mets tee, Martine Rose crystal-embellished jeans, and Amina Muaddi Giorgia sandals. Being the accessory queen that she is, Rihanna threw on a gold vintage Dior choker and vintage black Gianni Versace sunglasses. Rocky went all white with a Supreme x BB Simone studded puffer and jeans set and a pair of Nike Air Force 1s, accessorised with a Realtree beanie and a signature red kiss mark from his lovely lady.

Image Source: Backgrid

Rihanna and A$AP Rocky Out to Lunch in West Hollywood

The king and queen of street style, Rocky matched with his expecting girlfriend in AWGE trucker hats. Rihanna wore a white Minnie and Mickey Mouse graphic shirt that says, "Who Dat Is? Dat's Jus My Baby Daddy," with baggy jeans and a pair of Jordan x Union Air sneakers, while her beau wore a navy Mercedes Benz zip-up hoodie with Y-Project cuff jeans, a pair of tan boots, and black sunglasses.

Image Source: Backgrid

Want More?

POPSUGAR Would Like To Send You Push Notifications.