Jay-Z and Kanye West attend New York Fashion Week at Hotel Gansevoort
Source: Photo by MARC DIMOV/Patrick McMullan via Getty Images

Swagga on a Hundred Thousand Trillion: Here’s a List of the Best-Dressed Rappers

There are a select few rappers who do more than rap; they dress to the nines. Here is a list of rappers whose fashion sense is beyond the stars.


Sep. 21 2023, Updated 7:28 a.m. ET

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Style has signified way more than clothes in the hip-hop industry. In many ways, it's a statement. Rappers have consistently pushed the boundaries of fashion, setting trends that resonate far beyond the music industry. These icons have transformed how we look at clothing and, in essence, culture. This article will underscore the crème de la crème of the best-dressed rappers, a league of trendsetters who've elevated their swagger to a hundred thousand trillion.

Kanye West: The architect of Yeezy style

Kanye West isn't just a rapper; he's a fashion mogul. Love or hate him, but he blurred the lines between streetwear and high fashion when he started his Yeezy brand. In addition to his edgy style, his minimalist designs and earthy color palettes have intrigued and polarized many for years. From oversized hoodies to futuristic sneakers and well-tailored garbs, Ye has turned his personal style into a global phenomenon.

 Kanye West performs on stage during the third day of Coachella Valley Music Festival
Source: Photo by Wendy Redfern via Redferns
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Pharrell Williams: The ageless trendsetter

Pharrell Williams seems immune to aging, and his eye for fashion is equally timeless. Whether it's his iconic oversized Vivienne Westwood hat or his penchant for mixing high-end luxury with streetwear, Pharrell's style reflects his creativity. He's a pioneer in gender-fluid fashion and a champion of individuality, and he has been showing that in his Louis Vuitton leadership role.

Pharrell Williams attends the Kenzo Fall/Winter show as part of Paris Fashion Week
Source: Photo by Stephane Cardinale via Getty Images
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Nicki Minaj: The queen of eccentric elegance

Nicki Minaj, the undisputed queen of rap, deserves a special place on our list. Her fashion journey has been a kaleidoscope of colors, styles, and audacious choices. Nicki's ability to morph from a candy-colored, Harajuku-inspired character to a high-fashion jet-black-haired diva is unparalleled. She's never afraid to embrace bold colors, avant-garde designs, and statement accessories.

Nicki Minaj arrives to the Met Gala Celebrating "In America: An Anthology of Fashion" at Metropolitan Museum of Art
Source: Photo by James Devaney/GC Images
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Jay-Z: The timeless hip-hop style icon

Jay-Z is a legendary figure who brings a unique blend of sophistication and street-smart style to our list. While he's primarily celebrated for his groundbreaking music career, his fashion choices have always been on point, whether he's wearing a mauve suit or Rocawear gear. Jay's style can be characterized as effortlessly cool. He often opts for tailored suits that exude a sense of power, confidence, and timeless appeal.

Jay-Z at the premiere of Netflix's 'The Harder They Fall'
Source: Photo by Michael Buckner/Variety/Penske Media via Getty Images
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A$AP Rocky: The Harlem style icon

A$AP Rocky is a Harlem-bred rap star who's equally known for his quirky fashion sense and music. He effortlessly blends luxury brands with streetwear, creating a unique and influential style. His love for avant-garde fashion and willingness to experiment make him a standout figure in the fashion world and makes him look equally good standing next to Rihanna.

A$AP Rocky speaks onstage during The 16th Annual Harlem's Fashion Row Fashion Show and Style Awards
Source: Photo by Johnny Nunez via WireImage
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Cardi B: The fashion risk-taker

Cardi B is unapologetically bold, both in her music and fashion choices. Her extravagant and daring outfits have become her trademark. She's known for her love of high-end designers like Balenciaga and Chanel, but she's equally comfortable in outfits that break all the rules. Cardi B's style over the years has shown her confidence and empowerment.

Cardi B attends the 65th GRAMMY Awards at Crypto.com Arena
Source: Photo by Axelle/Bauer-Griffin/FilmMagic
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Missy Elliott: The pioneer of hip-hop couture

Missy's fashion journey can be described as a fusion of street style, urban chic, and avant-garde creativity. She's known for her oversized and eye-catching outfits, often adorned with shimmering elements and futuristic accessories. From her iconic garbage bag-inspired ensemble in the "The Rain (Supa Dupa Fly)" music video to her bold and unconventional red carpet looks, Missy has always pushed the envelope.

Missy Elliott during 2006 MTV Video Music Awards Show
Source: Photo by Chris Polk/FilmMagic
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Tyler, The Creator: The eccentric visionary of fashion

Tyler, The Creator, stands out as an eccentric visionary in fashion. Known for his unpredictable style and fearless approach to self-expression, he has carved a niche in fashion. Tyler's fashion journey is marked by an eclectic mix of styles that defy categorization. He effortlessly transitions from streetwear to high fashion, often clouding the lines between them. His love for vibrant colors, bold patterns, and unconventional accessories makes him a true fashion chameleon.

 Gregory Okonna, aka Tyler, The Creator, poses for a photocall at the Louis Vuitton Menswear Spring-Summer 2024 show, as part of the Paris Fashion Week
Source: Photo by STEFANO RELLANDINI/AFP via Getty Images

The author’s content and opinions have not been pre-reviewed, approved or endorsed by Discover.

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