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
17 Fashion Trainwrecks from Met Gala 2025

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

New Black TV Shows You Need to Watch This Spring

New Black TV Shows You Need to Watch This Spring

Kerry Washington, Chase Infiniti and more are starring in hot new shows that you need to tap into right now! …
The Best Black Fashion at The iHeartRadio Music Awards

The Best Black Fashion at The iHeartRadio Music Awards

The best Black fashion we saw at the iHeartRadio Music Awards …
Breaking: Tiger Woods Arrested, Charged With DUI After Rollover Crash in FL

Breaking: Tiger Woods Arrested, Charged With DUI After Rollover Crash in FL

Legendary golfer Tiger Woods was just involved in a rollover crash in Florida almost five years after a previous car accident almost cost his life …
A Latino Man Breaks Down Hispanic's ‘Polite’ Racism Black People Probably Won’t Notice Immediately

A Latino Man Breaks Down Hispanic’s ‘Polite’ Racism Black People Probably Won’t Notice Immediately

A Latino TikToker just said the quiet part out loud, explaining how Hispanics are indeed racist towards Black people and exactly how they do it in front of you …
Howard University Launches Cardi B-Inspired Hip Hop Course

Howard University Launches Cardi B-Inspired Hip Hop Course

Howard University has just announced a new Cardi B-inspired Hip Hop course for students, and we have the tea! …
Arsenio Hall Reveals Why We Have Eddie Murphy to Thank For Keeping 'Coming to America' From Getting Scrapped

Arsenio Hall Reveals Why We Have Eddie Murphy to Thank For Keeping ‘Coming to America’ From Getting Scrapped

‘Coming to America’ may be a beloved cult classic now, but according to star Arsenio Hall, it almost didn’t see the light of day. Now we know what turned things around! …
Here is Why Druski Is Winning!

Here is Why Druski Is Winning!

Druski is not avoiding controversy. He just understands the culture well enough to get it right and build an audience of millions …
Former Bachelorette Rachel Lindsay Weighs in on the Show's Current Scandal

Former Bachelorette Rachel Lindsay Weighs in on the Show’s Current Scandal

Former Bachelorette Rachel Lindsay speaks out on the current season’s major scandal. Let’s break it down …
A Running List of Everything President Trump Is Planning to Name After Himself

A Running List of Everything President Trump Is Planning to Name After Himself

From $100 bills with Trump’s signature on it to renaming several buildings in his honor, here’s everything President Trump has named or renamed after himself …
State Comptroller Targeted More than 15,000 Businesses Owned by Women & People of Color — And It Wasn’t an Accident

State Comptroller Targeted More than 15,000 Businesses Owned by Women & People of Color — And It Wasn’t an Accident

Texas businesses owned by women and people of color just filed a landmark lawsuit against the State …
Black Women Have Proven Their Worth. So Why Are They Being Targeted?

Black Women Have Proven Their Worth. So Why Are They Being Targeted?

Despite historic gains in degrees and entrepreneurship, nearly 600,000 Black women were “economically sidelined” in 2025 alone, according to Fortune. Credentials and hard work have not shielded them from glaring pay gaps, bias or stalled advancement …
Here's a Full Timeline of Trump's Years-Long Beef with AG Letitia James

Here’s a Full Timeline of Trump’s Years-Long Beef with AG Letitia James

If you’re not caught up with the latest beef between Trump and Letitia James, don’t worry. We have you covered with everything to know since 2022 …
HBCU Alumni Score Higher in Brain Health Than PWI Peers, New Study Finds

HBCU Alumni Score Higher in Brain Health Than PWI Peers, New Study Finds

A new study shows that the HBCU experience may actually be connected to a lifetime of well-being …
Rihanna Gives Firsthand Account of Home Shooting Incident

Rihanna Gives Firsthand Account of Home Shooting Incident

New details from Rihanna are emerging about her unfortunate home shooting from Let’s get into it …
Druski Goes Viral With Hilarious Skit on 'Conservative Women in America'

Druski Goes Viral With Hilarious Skit on ‘Conservative Women in America’

Fan-favorite comedian Druski transforms into a satirical “Christian conservative” character, sparking millions of views and a heated online debate …
82 and Fabulous: Diana Ross's Style Through the Years

82 and Fabulous: Diana Ross’s Style Through the Years

As ‘The Boss’ turns another year older, we thought it’d be fitting to revel in the fabulous fashions of the legendary singer over the years. Let’s take a look! …
TikToker Finds Jill Scott’s Family Photos at Goodwill and Launches Mission to Return Them

TikToker Finds Jill Scott’s Family Photos at Goodwill and Launches Mission to Return Them

After stumbling across Jill Scott’s family photos in Goodwill, one TikToker user has returned the precious memories back to the singer …
New Details In Kandi Burruss Divorce From Todd Tucker

New Details In Kandi Burruss Divorce From Todd Tucker

The divorce settlement details between ‘RHOA’ star Kandi Burruss and ex Todd Tucker have been released. Let’s take a look! …
Verzuz, Once Beloved, Is Now Dead. We Just Haven’t Buried It Yet.

Verzuz, Once Beloved, Is Now Dead. We Just Haven’t Buried It Yet.

Professor: It gave us everything we needed in 2020 and nothing we need now …
Why Serena Williams' Look in Her Latest Social Media Post Has Her Black Fans Going Off

Why Serena Williams’ Look in Her Latest Social Media Post Has Her Black Fans Going Off

Serena Williams has unfortunately reignited more talks of potential skin bleaching thank to new posts on social media. And folks online are not happy! …