Fashion isn’t just something A$AP Rocky wears—it’s a language he speaks fluently, fluently enough to rewrite the lexicon of men’s style in the last decade. From early 2010s streetwear mogul to a multi-layered, avant-garde menswear icon, Rocky’s personal style journey has always moved in parallel with cultural shifts, brand evolutions, and yes, love stories that turned into modern mythology.

In Life in Looks, the rapper, creative director, father, and Met Gala co-chair breaks down 21 iconic outfits. These aren’t just garments—they’re moments, memories, and motifs that show how one Harlem-born artist turned fashion into autobiography. From his breakout mixtape Live. Love. A$AP to the now-viral photo of him and Rihanna announcing her pregnancy in winter-styled Chanel, each look is its own chapter in the gospel of Rocky.

“Live. Love. A$AP” Era – The Birth of a Silhouette

Long before high fashion opened its doors to him, Rocky walked through New York with a singular look: Pyrex Vision tees, Margiela kicks, blacked-out shades, and hair braided tight. It was 2011, and Harlem had found its sartorial poet.

He reflects: “That was when I was learning what worked for me. Rick Owens, Raf Simons, but also Supreme. I was taking it all in. High-end, low-end, blending that sht.”

The “Fashion Killa” Video – Love Letter in Motion

By 2013, Rocky had embedded fashion into his music videos. “Fashion Killa,” co-starring Rihanna, wasn’t just a visual ode to designer names—it was a style manifesto.

“That was a real lookbook disguised as a love story,” he says. “Me and Rih had already been vibing, but this was like an early sign of what we could do together.”

Together, they floated through racks of clothes and dreams, telegraphing an aesthetic connection that would go global a decade later.

The Raf Simons Archive Phase – Curator of Cool

A$AP Rocky didn’t just wear Raf Simons—he collected Raf like art. He showed up in early 2000s bombers and rare knits like they were holy relics.

“Raf is the architect. His stuff was ahead, even back then. When I wear Raf, I’m paying respect.”

His deep knowledge of runway history made him a different kind of celebrity client—more curator than consumer.

Dior Homme x Kris Van Assche – Lean Tailoring

In 2016, he fronted Dior Homme campaigns under Kris Van Assche, ushering in a new wave of hip-hop-meets-haute. The razor-sharp silhouettes flattered his frame and announced his new era: the fashion house darling.

Met Gala 2017 – Comme des Garçons and Controlled Chaos

Rei Kawakubo’s theme was perfect for Rocky’s experimental instinct. His look—deconstructed, layered, impossible to summarize—wasn’t meant to impress but to explore.

“I wanted to do weird. That was the point.”

Gucci Cruise Campaign – The Eclectic Rockstar

Captured lounging in maximalist interiors wearing velvet robes and pearls, this campaign sealed his place among fashion’s new guard—men unafraid of softness, luxury, and deliberate play.

AWGE Uniform – A$AP Worldwide Gear Essentials

Rocky’s creative collective, AWGE, also birthed its own visual language. Think cryptic graphics, custom leather, and inside jokes only real fans decode.

“AWGE is where I get to be selfish creatively. It’s my playground.”

The Blanket Look, Met Gala 2021 – Quilt as Armor

Wrapped in a multicolored ERL quilt, Rocky walked the Met steps alongside Rihanna, who wore Balenciaga couture. Turns out, the piece was inspired by a literal family heirloom.

“That quilt reminded me of my great-grandmother. It was cozy, nostalgic… but also bold.”

Chanel Puffer Reveal – Love and Legacy

In one of the most unforgettable paparazzi photos of the decade, Rocky and Rihanna strolled Harlem as she revealed her first pregnancy. He wore a Carhartt jacket layered with a chrome Chanel puffer, while she stunned in vintage Chanel pink.

That image? Historic.

“It wasn’t styled. It was us being us. But that shot changed the game. That’s love, fashion, Black excellence—all in one frame.”

10. British Vogue Cover with Rihanna and Kids – The Modern Family

The 2023 cover was more than a moment—it was a redefinition of masculinity. Rocky walking behind Rihanna, holding their child, wearing leather pants and a solemn smile.

“It was about letting her lead. I don’t need to be front and center all the time. That’s real partnership.”

American Vogue Cover by Tyler Mitchell – Met Gala Prelude

Leading up to the 2025 Met Gala, Rocky was captured by Tyler Mitchell for a Vogue cover celebrating his co-chair status. Draped in silk and standing in front of Harlem brownstones, he radiated quiet power.

“Tyler gets it. That softness, that balance—that’s where I’m at now.”

Bottega Veneta Runway Look – The Textural Shift

One of Rocky’s bolder fits in recent years was a full leather look from Bottega. Oversized, buttery smooth, paired with sculptural boots.

“I love texture. You should feel your outfit before you even look in the mirror.”

Loewe and the Gender Blur

Wearing a white sculptural tunic by Loewe, Rocky tested the waters of gendered fashion. He didn’t just wear it—he owned it.

“I’m a man who’s not afraid to wear something ‘feminine’ because I know who I am.”

“Sh*ttin’ Me” Video Looks – Fashion as Farce

In the chaotic 2022 video, Rocky wears several exaggerated looks while being cloned and chased. From layered Balenciaga to ironic streetwear, its high satire meets high style.

LV Tribute – Virgil Forever

Rocky has consistently paid homage to Virgil Abloh, both in fashion and onstage. Whether wearing Louis Vuitton’s final menswear line by Virgil or quoting him in interviews, the bond is clear.

“Virgil believed in me before fashion did.”

GQ’s “Best Dressed” Spread – Grunge in Glam

Featured in head-to-toe Saint Laurent, Rocky layered biker jackets with diamond chains. Punk but polished.

Rick Owens Puffer Moment – Sculptural Survival

Wearing a cocoon-like down puffer from Rick Owens, Rocky looked like an anime villain turned runway star.

Archive Jean Paul Gaultier – Future Vintage

Rare Gaultier mesh tops, corseted jackets, and throwback pieces entered his rotation, proof of his deep dive into fashion archaeology.

Custom AWGE x Prada Pieces – Luxury Hacktivism

In 2024, Rocky teased a rumored capsule blending AWGE attitude with Prada minimalism. Think nylon bombers, exaggerated hardware, and cryptic typography.

Wedding Rumors Fit – Kilt + Tuxedo Mashup

Rocky fueled marriage rumors in a Thom Browne hybrid look—half tux, half tartan skirt, full swagger.

2025 Met Gala Co-Chair Look – To Be Continued

While the final look remains under wraps, Rocky promises something “emotional, loud, but classic.” Whether he goes full couture, conceptual street, or archival, one thing is clear: it will be him.

Impression

Fashion for A$AP Rocky isn’t costume—it’s code. It’s emotion, identity, and memory stitched together in silk, denim, nylon, or cotton. From Harlem’s stairwells to fashion’s highest staircases, he’s taken the journey in 21 looks—and counting.

Each ensemble isn’t just an outfit; it’s a reflection of his life at that moment. His style is autobiographical, intimate, and iconoclastic. And as fatherhood, fame, and legacy shift his lens, so too do the layers he chooses to wear.

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