NYFW: These Outfits Prove A$AP Rocky Is the Most Stylish Man in Hip-Hop

The New York MC has been ahead of his time when it comes to his style.

He doesn’t call himself Pretty Flacko for nothing. For years A$AP Rocky has crowned himself as the best dressed in hip-hop, and he has put together the perfect fits to back it up.

Video will return here when scrolled back into view
Shannon Sharpe Faces $50M Lawsuit Amid Chilling Abuse Accusations And Leaked Messages

Everything from streetwear to luxury, the Harlem MC can make almost anything look good. Let’s revisit some of his fits over the years that prove why he’s so revered, respected, and influential in the fashion industry.

Paris, 2024

Photo: Getty Images Peter White

In previous years, Rocky would’ve worn another brand’s clothing. But during his AWGE fashion, the rapper opted to go for pieces he created on his own.

New York, 2023

Photo: Getty Images Jackson Lee/GC Images

Everything has been baggy in fashion for the last year and a half, especially in streetwear. But A$AP was able to pull off the baggy clothes with a more casual look.

Met Gala, 2023

Photo: Getty Images Mike Coppola

One of the best things about Rocky is that he doesn’t care what anyone thinks. So he’ll wear a red skirt with confidence and know he’s pulling it off. Gotta respect it.

New York, 2022

Photo: Getty Images Rachpoot/Bauer-Griffin/GC Images

Although he often opts to wear something unique, Rocky can also pull off the lean, classic cut.

Los Angeles, 2022

Photo: Getty Images Jerritt Clark/Getty Images for Amazon Music

Sometimes wearing an otherwise simple outfit with one standout piece is enough to get the job done.

New York, 2021

Photo: Getty Images Raymond Hall/GC Images

Another thing that makes A$AP so fly is that he seems to pull off great fits when he doesn’t even seem to be trying hard.

The Fashion Awards, 2019

Photo: Getty Images Tim Whitby/BFC

An example of Rocky being ahead of his time? In 2019, the baggy look hadn’t quite reached popular culture and he was already pulling it off. This look in particular was designed by Rihanna.

Pre-Grammy Gala, 2019

Photo: Getty Images Steve Granitz/WireImage

This look is a nice switch-up. He’s wearing a 70s styled-suit untucked. It may look crazy to some, but it just speaks to his ability to be unique.

Paris, 2018

Photo: Getty Images Francois Durand/Getty Images for Dior

Some say may say sneakers with dress pants don’t work, but A$AP pulls it off with this Dior look back in 2018.

Paris, 2017

Photo: Getty Images Francois Durand

All-over print can be hit-and-miss for most people. It can be a distraction, but Rocky turned it into a clean look for this Dior fashion show.

Milan, 2017

Photo: Getty Images Robino Salvatore

Again, A$AP just has a knack for pulling off the simple outfits.The 1985 Metallic Jordan 1s are what set this fit off.

Grammys, 2016

Photo: Getty Images Jeff Vespa/WireImage

While most people’s eyes may immediately go toward the Gucci Cardigan he’s wearing, the Gucci jeans are the star of this outfit.

New York, 2015

Photo: Getty Images Ilya S. Savenok/Getty Images for 2015 Tribeca Film Festival

There was a period of time when A$AP was dressing like a 90s rockstar with tucked-in shirts and Black bomber jackets. It added a new layer to his normal streetwear fits.

American Music Awards, 2014

Photo: Getty Images Kevin Winter

Here A$AP is just being A$AP. We know he can’t just wear a regular suit. He has to add something that most people normally wouldn’t wear, like this huge scarf.

Made in America, 2013

Photo: Getty Images Mychal Watts

This outfit was the envy of every hypebeast in 2013. A box logo Supreme tee with a clean Stüssy jacket was as dope as it got nearly a decade ago.

New York, 2012

Photo: Getty Images Johnny Nunez

I know this picture isn’t showing off the full fit. But it’s meant to highlight the hoodie. Pyrex was the brand the late Virgil Abloh founded before creating the now-popular Off-White. Even then, Rocky was bought in on the Abloh hype before it reached the levels it eventually did.

New York, 2012

Photo: Getty Images Taylor Hill

It may be hard to understand now, but this was peak streetwear fashion in 2012. Bred Jordan 1s, skinny jeans, and a letterman jacket. It was all you needed back then.

Straight From The Root

Sign up for our free daily newsletter.

Latest from The Root

All About ‘Sinners’ Star and Rising Hollywood It-Girl Jayme Lawson

All About ‘Sinners’ Star and Rising Hollywood It-Girl Jayme Lawson

If you still have a hard time getting the gorgeous ‘Pearline’ a.k.a. Jayme Lawson from ‘Sinners’ out your mind—you’re not alone! So let’s learn more about this rising star …
How the Hanifa Brand Upheaval Started a Viral Conversation About Black Brands and Customer Service

How the Hanifa Brand Upheaval Started a Viral Conversation About Black Brands and Customer Service

After widespread complaints over delayed shipments and influencer favoritism, founder Anifa Mvuemba steps back — but consumers say inspiration isn’t the issue …
10 Songs Engineered By Bob Power, The Invisible Architect of Some of Your Favorite Hip-Hop Hits

10 Songs Engineered By Bob Power, The Invisible Architect of Some of Your Favorite Hip-Hop Hits

The renowned music engineer and producer who passed away on March 1 was a force behind numerous hip-hop and R&B cuts …
Black U.S. Tourists Trapped in Dubai After Iran Attacks Share Their Terrifying Experiences on TikTok 

Black U.S. Tourists Trapped in Dubai After Iran Attacks Share Their Terrifying Experiences on TikTok 

American tourists are taking to TikTok to share the terrifying reality of being stranded in the Middle East following the attacks on Iran …
Ex-NBA Star Iman Shumpert Reveals Love of ‘Spirituality’ Behind Kountry Wayne’s Comedy After Viral Skit

Ex-NBA Star Iman Shumpert Reveals Love of ‘Spirituality’ Behind Kountry Wayne’s Comedy After Viral Skit

Former NBA star Iman Shumpert explains why collaborating with Kountry Wayne goes beyond skits, from big paydays to the comedian incorporating faith, family, consistency, and generosity into his work …
Rapper Monaleo Reveals The Heartbreaking Health Emergency That Interrupted Her Tour

Rapper Monaleo Reveals The Heartbreaking Health Emergency That Interrupted Her Tour

Rapper Monaleo recently had to abruptly cancel shows on her tour stop. But the reason why is something no one expected …
Take a Look Inside Barack Obama's Former White House Man Cave

Take a Look Inside Barack Obama’s Former White House Man Cave

The impecabbly-decorated Treaty Room was where former President Barack Obama did most of his late night work, and watched a lot of basketball games! …
The Incredible Story of Fawn Weaver, From Homeless to CEO of Best-Selling Uncle Nearest Whiskey

The Incredible Story of Fawn Weaver, From Homeless to CEO of Best-Selling Uncle Nearest Whiskey

This women’s history month, we’re looking at the life and career of Uncle Nearest founder and CEO Fawn Weaver …
How a Single Drop of Blood Led Virginia Beach Police to the Most Gruesome Discovery in a Toolbox

How a Single Drop of Blood Led Virginia Beach Police to the Most Gruesome Discovery in a Toolbox

A single drop of blood led police to the remains of a Virginia woman who was stabbed more than 90 times, and the location of her murderer …
Ray J’s Mom Shuts Down Hoax Claims Over Singer’s Devastating Heart Diagnosis

Ray J’s Mom Shuts Down Hoax Claims Over Singer’s Devastating Heart Diagnosis

While some people may be skeptical about Ray J’s heart health, his mom is silencing critics once and for all …
The Truth About Why Jasmine Crockett Lost the Texas Senate Race

The Truth About Why Jasmine Crockett Lost the Texas Senate Race

Was Rep. Jasmine Crockett’s Senate campaign doomed from the start? …
Did You Know JFK Jr.'s Iconic '90s Style Secretly Came from Black Icons Like Denzel?

Did You Know JFK Jr.’s Iconic ’90s Style Secretly Came from Black Icons Like Denzel?

Online Gen Z is going crazy over John F. Kennedy Jr’s fashion sense, but not everybody realizes his fashion was inspired by Black men in the ’90s …
After New SNAP Work Requirements Take Effect, Americans Nation-Wide Are Panicking

After New SNAP Work Requirements Take Effect, Americans Nation-Wide Are Panicking

You can now thank the 2025 “Bill, Beautiful Bill” for the new work requirements in order for millions to receive SNAP benefits …
Why Mathew Knowles Walked Out Of An Interview Over Ex Tina Knowles

Why Mathew Knowles Walked Out Of An Interview Over Ex Tina Knowles

Mathew Knowles and his ex-wife Tina Knowles may have hashed out their issues years ago, but his behavior in a new interview may suggest otherwise …
The Hilarious Truth Behind Famous 'Lion King' Song Will Shock You

The Hilarious Truth Behind Famous ‘Lion King’ Song Will Shock You

Over 30 years later, fans are finally getting a clue about the famous ‘Circle of Life’ song from The Lion King. But it may not be what you think! …
All About the Alleged Black Shooter at an Austin Bar

All About the Alleged Black Shooter at an Austin Bar

Austin police are piecing together the motive behind Ndiaga Diagne, the Black man who killed three and injured 14 in a March 1 mass shooting …
Jess Hilarious Says 'The Breakfast Club' Move to Netflix Leaves Their Loyal Fans Behind

Jess Hilarious Says ‘The Breakfast Club’ Move to Netflix Leaves Their Loyal Fans Behind

‘The Breakfast Club’ co-host says that since the show moved from YouTube to Netflix, a lot of their long-time followers feel “neglected.” …
Why Bill Cosby's Latest Legal Troubles Has Him Pulling This Move Against Janice Dickinson

Why Bill Cosby’s Latest Legal Troubles Has Him Pulling This Move Against Janice Dickinson

Jury selection is currently taking place in relation to Bill Cosby’s latest sexual assault lawsuit. But he’s not going down without a fight! …
What's at Stake for Rep. Jasmine Crockett, Other Black Politicians This Midterm Primary Season

What’s at Stake for Rep. Jasmine Crockett, Other Black Politicians This Midterm Primary Season

With the stakes high for Jasmine Crockett, Al Green and other Black politicians, here’s everything you need to know about the March 6 midterm primary races …
Are We Actually Headed Toward World War 3? Why It Feels Closer Than Ever...

Are We Actually Headed Toward World War 3? Why It Feels Closer Than Ever…

One in three people from the U.S. to France to Canada believe WWIII is likely within the next five years. Here’s why …