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These Male Rappers Know How To Dress

Fashion is a key part of hip-hop, so who’s really holds the crown as the most stylish rapper right now?

Atlanta rapper Offset just declared he’s one of the best dressed rappers in the game… and honestly, he may have a point. Fashion has been an integral part of hip-hop culture since the genre’s inception. And as time goes on, more and more rappers and hip-hop stars have broken boundaries when it comes down to what male rappers “should” wear.

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Folks like Pharrell Williams and A$AP Rocky have become fashion icons, receiving international recognitions and awards. Hip-hop has come a long way from it’s humble origins in the boogie down Bronx. Now, take a look at the rappers leading hip-hop into a new generation of fashion and style.

Offset

MESA, ARIZONA – DECEMBER 10: Offset poses for a picture backstage during TikTok In The Mix at Sloan Park on December 10, 2023 in Mesa, Arizona. (Photo by Thaddaeus McAdams/Getty Images)

When it comes to style, Offset is certainly one of the most fashionable rappers from Atlanta. Even when his rap group, Migos, was at the height of their success, Offset still maintained his own fashion identity. He loves dark shades, statement belts and nice watches. Real fans also know how much Michael Jackson also influenced his music and his style choices.

Pharrell Williams

NEW YORK, NY – MAY 04: Pharrell Williams is seen arriving at Anna Wintour’s pre-Met Gala party on May 04, 2025 in New York City. (Photo by Jason Howard/Bauer-Griffin/GC Images)

Pharrell Williams has maintained his sharp and elegant style for decades, but after becoming the men’s creative director for Louis Vuitton, Williams stepped it up even further. Now, folks are wearing his designs around the world. And if you ask us, that’s a clear reason why he deserves to be on this list.

A$AP Rocky

NEW YORK, NEW YORK – NOVEMBER 03: A$AP Rocky attends the 2025 CFDA Awards Winners’ Walk at American Museum of Natural History on November 03, 2025 in New York City. (Photo by Taylor Hill/FilmMagic)

Well, this one is pretty obvious. We couldn’t put together a list of stylish rappers without adding A$AP Rocky. The dad-of-three has been a fashion icon for most of his rap career. While fans are still waiting for new music (keep hope alive!), Rocky is busy collecting fashion awards and sharing closets with Rihanna. The self-proclaimed “fashion killa” is just that!

Lil Yachty

HOUSTON, TEXAS – APRIL 02: Lil Yachty performs during the 47th annual McDonald’s All American Games at Toyota Center on April 02, 2024 in Houston, Texas. (Photo by Marcus Ingram/Getty Images for the McDonalds All American Games)

For Lil Yachty, fashion is all about wearing whatever you feel like! Whether it’s rocking bright red braids with beads or vintage hats, Yachty is unapologetically himself, and folks can’t get enough of it. And to top it all off, he also has an insane sneaker collection.

Jaden Smith

PARIS, FRANCE – SEPTEMBER 30: Jaden Smith wears shoulder-length brown dreadlocks with a shaved undercut, black rectangular sunglasses, a gold chain necklace, a dark indigo denim jacket from Louis Vuitton with flap chest pockets and patch pockets and monogram denim trim at the collar and pocket, outside Louis Vuitton, during Paris Fashion Week Womenswear Spring/Summer 2026, on September 30, 2025 in Paris, France (Photo by Edward Berthelot/Getty Images)

The self-proclaimed “icon living” is living up to the reputation. Jaden Smith was named Christian Louboutin’s men’s creative director in September at just 27. Like many others on this list, Smith is never afraid to experiment with fashion. That’s why he stands out of one of the most fashionable folks on the list.

Big Sean

DETROIT, MICHIGAN – MARCH 25: Big Sean, left, poses with Tom Gores, owner of the Detroit Pistons, before the game between the Detroit Pistons and San Antonio Spurs at Little Caesars Arena on March 25, 2025 in Detroit, Michigan. NOTE TO USER: User expressly acknowledges and agrees that, by downloading and or using this photograph, User is consenting to the terms and conditions of the Getty Images License Agreement. (Photo by Nic Antaya/Getty Images)

Detroit’s very own Big Sean puts on for his city in all aspects including fashion! From his style transition for skinny jeans and snapbacks to the more recent oversized coats and slacks, Sean continues to simply be a fly guy who’s also a talented star.

Tyler, the Creator

PHILADELPHIA, PENNSYLVANIA – SEPTEMBER 03: Tyler, the Creator performs onstage during 2022 Made In America at Benjamin Franklin Parkway on September 03, 2022 in Philadelphia, Pennsylvania. (Photo by Theo Wargo/Getty Images for Roc Nation)

Tyler, the Creator’s fashion has aged just as gracefully as his music has. When he first stepped into the game, Tyler mostly rocked vans, converse and graphic tees. Now, he’s experimenting with color and shape, which is almost always tied to his music. For example, during his “IGOR” era, Tyler rocked blonde wigs and tailored suits.

Gunna

Gunna at the Messika fashion show as part of Spring/Summer 2026 Paris Fashion Week held at Musée des Arts Décoratifs on October 03, 2025 in Paris, France. (Photo by Gilbert Flores/WWD via Getty Images)

Ever since he came home from jail, Gunna has been putting in work to be recognized in the fashion world. Notably, the “Rodeo” rapper said he’s “wearing clothes differently now.” It’s all about pick the right pieces, knowing how to style them and tailoring them to perfect. “I’s not just about the name,” he told Apple Music. “It’s more like really where it come from or the cut of it.” 

Travis Scott

Travis Scott at the Louis Vuitton fashion show during Paris Fashion Week Menswear Fall 2025 on January 21, 2025 in Paris, France. (Photo by Swan Gallet/WWD via Getty Images)

Houston artist Travis Scott is yet another rapper breaking the boundaries of what’s “normal” for rappers to wear. You’ll usually catch him wearing dark shades and braids. But what’s more impressive is his collection of sneakers and graphic T-shirts that anyone would be jealous of. He also collaborated with Nike to revive the Nike SB sneakers.

Kendrick Lamar

NEW ORLEANS, LOUISIANA – FEBRUARY 09: Kendrick Lamar performs onstage during Apple Music Super Bowl LIX Halftime Show at Caesars Superdome on February 09, 2025 in New Orleans, Louisiana. (Photo by Jamie Squire/Getty Images)

It wasn’t until recently that Compton rapper Kendrick Lamar’s name starting being mentioned in the fashion conversation…and honestly, that’s just not right! Lamar has long used fashion as a way to send a message to the world. During his 2024 Super Bowl performance, he rocked flared jeans, a custom jacket and hat to referencing his most popular songs.

A$AP Ferg

A$AP Ferg at the Billboard No. 1s Party held at the Keys on November 19, 2024 in Los Angeles, California. (Photo by Gilbert Flores/Billboard via Getty Images)

Harlem rapper A$AP Ferg always wanted to be a fashion designer, and that’s probably why you’ll never catch him in a bad outfit! Ferg is known for his street style, often rocking fur coast, chunky chains and Timberland boots– obvious homage to his city.

Kid Cudi

THE TONIGHT SHOW STARRING JIMMY FALLON — Episode 2161 — Pictured: Musical guest Kid Cudi performs on Tuesday, July 22, 2025 — (Photo by: Todd Owyoung/NBC via Getty Images)

Kid Cudi is the definition of effortless style. Since the beginning of his career, Cudi has always stayed true to himself when it comes to his artistry and his fashion choices. He loves leather jackets and layering patters and textures.

SAINt JHN

SAN FRANCISCO, CALIFORNIA – APRIL 17: SAINt JHN performs at The Regency Ballroom on April 17, 2025 in San Francisco, California. (Photo by Steve Jennings/Getty Images)

With a stage name like SAINt JHN, there’s no question that he’s one of the flyest rappers today. The New Yorker is known for his hairstyles and his ability to accessorize. “I love a pair of black shades with a chrome finish. I like when there’s a curvature, when they’re cut right, as opposed to being oversized,” he told GQ. “I ain’t trying to hide.”

Straight From The Root

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