Fashion Killas: Rihanna and ASAP Rocky's Most Stylish Moments Together

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When: 2012

Rihanna opened the MTV Video Music Awards in 2012 performing "Cockiness (Love It)" and "We Found Love" from her sixth album Talk That Talk. She wore a red dress designed by Adam Selman, leather pants from Balenciaga, Jeremy Scott sunglasses, and Jordan 2012s. Rocky came out midperformance to rap his verse from the song's remix wearing a long black shirt with leather details, black shorts, and a black cap worn backwards. — Aria Hughes

When: 2018

Since Virgil Abloh directed the video for “Fashion Killa,” it was only right for him to reunite this iconic duo for his debut Louis Vuitton runway show. Of course, Abloh kept this future couple dipped in the newest pieces he made for Louis Vuitton. Rocky stayed true to the ASAP Mob aesthetic, wearing an all black monogrammed suit and holding one of Abloh’s now-iconic soft trunk leather bags. As for Rihanna, Abloh hooked her up with an all white outfit that included an oversized monogrammed blouse, trousers, and one of the first transparent Keepall duffle bags. When these two sat together, it was like an LV Yin & Yang. Shouts out to LVMH for giving RiRi the big bag for Fenty. —Lei Takanashi

When: 2019

Rihanna and ASAP Rocky always bring their A game on the red carpet, no matter what the function is, and the 2019 Fashion Awards in London was no different. Each of them came draped in full Fenty fits. Rihanna opted for a mint green satin dress, gloves, wrap, and heels with diamonds cascading down her back. Rocky went with a slouchy black suit. The rapper has even stated that this was his favorite look that Rihanna has ever worn in a GQ interview. She was surprised to say the least. Rocky and Rihanna's outfits steal the show when they aren't together. Putting them together is almost a cheat code. —Mike DeStefano

When: 2021

As we all know, this isn’t Rocky or Rihanna’s first Met Gala. In the past, both artists have been known to come out with some great looks. One of Rocky’s most iconic fits was a Calvin Klein ensemble designed by Raf Simons when the Belgian designer was briefly their chief creative officer back in 2017. And then there’s Rihanna, whose arrival at the Met Gala is always highly anticipated because of how insane her outfits are. Who can ever forget Rihanna’s bedazzled Pope-inspired outfit by Maison Margiela in 2018 or the three-dimensional flower dress she wore by Comme Des Garçons in 2017. For their first Met Gala visit as a couple in 2021, Rihanna and Rocky pulled out all the stops. Rocky came out wearing a giant quilted jacket inspired from a piece in ERL’s Spring 2022 collection. According to the New York Times,  Eli Russell Linnetz made a custom for Rocky out of fabric scraps, antique quilts, and even his father’s own bathrobe. Rihanna came through with a dress crafted by Demna Gvasalia of Balenciaga, who was in attendance and also designed looks for Tracee Ellis Ross and Kim Kardashian that evening. Of course, Rihanna and ASAP Rocky were fashionably late. But you always have to save the best for last.—Lei Takanashi

When: 2022

On this particular date night to French restaurant Pastis, Rihanna’s fit was the standout. She paired a blue boucle mini skirt with green faux fur trim from Saint Laurent with a pair of white gladiator heels, blue track jacket from Martine Rose, and striped fur scarf from Prada. Rocky bundled up a little more for the chilly night. He opted for an all-black fit highlighted by a black zip-up with a ostrich feather-lined hood from Alyx’s Fall 2022 collection and a pair of Prada gloves. —Mike DeStefano

When: 2022

It has been way too cold in New York City for the entire month of January. That’s why this specific date night outfit from Rihanna is one of the wildest ones we’ve seen yet. RiRi really came outside wearing a Balenciaga puffer over a Martine Rose football jersey and nothing else below that except a pair of Amina Muaddi Georgia crystal-strap suede wrap sandals. These are some very brave fashion choices to make during a harsh New York winter. But Rihanna still pulls it off with elegance, wearing a nice pair of Saint Laurent earrings, Miu Miu ski globes, and a R13 cap to finish off the fit.  On the other hand, ASAP Rocky stays true to being a Cozy Boy. He dressed more appropriately for the frigid temperatures outside by rocking a fur coat, a floral beanie, some black jeans, a vintage crewneck, and a pair of Bottega Veneta Tire Boots.—Lei Takanashi

When: 2022

Rocky may be rocking all camo in this photo, but he certainly isn’t hidden. The eye-catching fit includes a denim set covered in a classic camo print from Vetements. To fight off the cold, he paired the eccentric Canadian tuxedo with a reversible Vetements x Canada Goose Macmillan Parka from the designer’s Fall 2016 collection that it appears he may have borrowed from Rihanna’s closet. His fit wasn’t all from the Swiss designer though. His trendy forest camo balaclava is a piece from the Los Angeles-based label, Come Back as a Flower. Rihanna’s shopping fit is a bit more subtle. She paired a black Paris hoodie from Balenciaga with a long black overcoat. The contrasting fits appears to be something the couple enjoys. They took a similar approach to their Met Gala ensembles back in September 2021 that was highlighted by the colorful quilt that Rocky wrapped himself in. —Mike DeStefano

When: 2022

Rocky and Rihanna both know how to be supportive partners. Naturally, we’ve seen these two constantly show up to events that are tied to their various celebrity endorsement deals. So when Rihanna held an event in Los Angeles to celebrate the launch of Fenty Beauty at the beauty retailer Utla in 2022, this couple arrived looking their best. Rihanna wore a head-to-toe look by the Milan-based label The Attico. She paired a green backless halter top with silver and purple pants from the brand—really shining bright like a diamond here. As for Rocky, he beautifully played off the colors of Rihanna’s outfit by throwing on a purple Louis Vuitton varsity jacket from Virgil Abloh’s Fall 2022 collection. Flacko beautifully finished off this fit with a pair of distressed denim jeans, neon green LV Runner Tatic Sneakers, and a fitted New Era hat by the AWGE-affiliated artist Omi. 

When: 2022

Rocky and Rihanna did not skimp on their Gucci looks when they arrived to the label’s Fall/Winter 2022 show in Milan. Rihanna fully embraced her baby bump at the time by pairing satin trousers with a dragon print from Gucci’s Pre-Fall 2022 collection with a silver chainmail hat, a patent leather and lace top, and a lavender faux-fur coat that was originally on the runway that season. A$AP Rocky wore a more casual look that included an archival double-zipper bomber jacket, Adidas sneakers, a large Gucci monogram suitcase, and gloves from Gucci’s collaboration with Adidas Originals. 

When: 2023

When it comes to awards shows, Rocky and Rihanna have developed a reputation for wearing some of the classiest looks out there. For the Golden Globes, these love birds arrived on the red carpet wearing impeccable all-black looks. Rocky chose a classic, toned down, look from Bottega Veneta. Whereas Rihanna arrived in a maximalist, custom-made, velvet Schiaparelli gown. 

When: 2023

Any hardcore fan of Pretty Flacko knows how much Rocky loves Rick Owens. So it was only a matter of time until he put Rihanna in some good Rick. This year, we finally got the ultimate Rick Owens power couple look we’ve all been waiting for  when this duo showed up to the premiere of Black Panther 2: Wakanda Forever. Riri wore a sequin-covered dress from Owens’ Fall/Winter 2022 ready-to-wear collection that featured unique draping at the waist, a corset-esque silhouette, and denim accents. She finished off her Rick Owens look with a pair of beige opera gloves, Giuseppe Zanotti sandals, and a diamond ear cuff from Reza. Rocky wore a denim look, which included draped denim jeans, an oversized denim trucker jacket, along with Rick Owens sneakers.