The 8 Most Stylish Men in Music

From Marilyn Monroe gushing over Black Starr & Frost to David Bowie’s slew of statement-making ensembles, fashion and music have been linked since virtually forever. So, it’s no surprise that guys who spend their lives crafting perfect prose and rhythms would also have a penchant for style. And while some of our favorite frontmen are likely busy planning what to wear to the Grammys, a lot of them are particularly fashion-forward even off the red carpet. Here, we break down the chicest guys on the charts.

1. Pharrell Williams


Pharrell always looks fantastic. | Alexander Tamargo/Getty Images

It’s common for female artists to have career-defying red carpet moments. Jennifer Lopez had her plunging Versace number and Björk had that swan dress by Macedonian designer Marjan Pejoski — just to name a few. At the 2014 Grammy Awards, the “Happy” singer had his own sartorial moment with Vivienne Westwood’s Buffalo hat. And just like that, Williams was dubbed both a style icon and hat connoisseur.

Even when he’s not wearing his signature piece, the singer’s array of cool hats merits a spot on this list: He’s worn everything from tight beanies, to wide-brimmed toppers, to baseball caps. And whether he’s wearing slim track zip-ups or calf-long capris, he always knows how to push the envelope.

2. Adam Levine

Adam Levine

Adam Levine is very stylish. | Kevin Winter/Getty Images for CBS Radio Inc.

Sure, the Maroon 5 frontman is best known for his sultry tunes and former Sexiest Man Alive title, but it’s no secret that he also has some style. We could easily gush over his selection of baggy T-shirts or colorful suits; however, his real sartorial claim to fame is his grooming regime. It seems that whenever we see a picture of Levine, he is always boasting perfectly trimmed hair and one of the best instances of five o’clock shadow we’ve ever seen. And forget your thoughts about tattoos: His ink is pure art.

3. Justin Timberlake

Justin Timberlake in "Suit & Tie"

Justin Timberlake know how to look good. | RCA

The boy band wonder turned mega mogul has had his share of sartorial mishaps — throwback to his denim look with Britney Spears at the 2001 American Music Awards — but (like many of us) he’s come a long way since the early aughts, sartorially speaking.

Whether he’s wearing his treasured suit and tie (which inspired a hit song) or a simple half-zip sweater and khakis, JT’s style is impeccably polished and extremely versatile. And let’s not forget that Timberlake did have a stint as a fashion designer: Just a few years after his AMA fashion snafu, the singer launched William Rast with designer partner Trace Ayala.

4. Charles Kelley

Charles Kelley

Charles Kelley always look cool. | Anna Webber/Getty Images for SiriusXM

Let’s get one thing clear, shall we? Just because country stars sing about trucks, scorned women, and lots of beer doesn’t mean they are obligated to sport a cowboy hat and flannel button-down at all times. Take Charles Kelley, for example, who has traded in the stereotypical western garb for cooler clothes like leather jackets and breezy chambray shirts. And even when he’s on the red carpet, Kelley strays away from the ordinary solid suit and opts for a more punchy alternative — think a brown plaid suit.

5. Harry Styles

Harry Styles

Who’s more stylish these days than Harry Styles? | Carlos Alvarez/Getty Images

When a guy’s ever-growing mane is as iconic as his silky voice, people tend to take notice. But if you look past the hair and the tunes, you’ll also realize the One Direction singer also has an excellent taste in prints. A far cry from those stodgy stripes, he wears everything: Floral bombers, polka dot dress shirts, and even kaleidoscope-esque tops. Instead of looking clownish, the singer smartly pairs each patterned piece with versatile neutrals. Plus, Styles has also been spotted at London Fashion Week shows such as Burberry and Fashion East.

6. Michael Bublé

Michael Buble

Michael Bublé always looks crisp and classic. | NBC

In a world of slouchy pants and “normcore,” dressing up in suits for high-profiled events is no longer necessary: It’s optional. Nowadays, seeing an A-lister in a formal suit is about as adorable as seeing a slew of second graders in their Sunday best for class photo day. And, since you know their parents didn’t coerce them, dare we say that seeing a spiffy rocker is about 10 times more endearing?

Enter Michael Bublé, the 41-year-old crooner who never fails to throw on a fitted suit for each concert. And even on his more casual days, he’s dressed to the nines in a crisp T-shirt or a blazer and sweater combination. We know exactly what you’re thinking and we agree: Bublé defines #suitgoals.

7. Bruno Mars

Bruno Mars

Bruno Mars always shows off his personal style. | Kevin C. Cox/Getty Images

Any guy can sport a cool shirt and pair of pants; however, it takes a bonafide style savant to develop a unique personal style. This singer has a cool, ’70s-inspired flair about him that seals his spot on this list. From oversized collars, to funky hats, to retro shades, Mars consistently commits to a particular aesthetic. But don’t write him off as stuck in the ’70s yet: The singer also throws cool pieces (like a pair of Nikes) into the mix.

8. Kanye West

Kanye West

Kanye West knows clothes. | Ethan Miller/Getty Images

Say what you will about his Twitter wars and rumored presidential candidacy, but the guy has a knack for style. Not only did he design Yeezy Boosts, he also transformed Kim Kardashian’s style from bodycon leopard-print dresses to runway-ready looks from Balmain and Givenchy. And, when it comes to his own style, West is no slouch either.

Though the rapper, who is also the brains behind semi-eponymous line Yeezy, is a fan of neutrals, he will always try everything at least once: Fur coats, leather pants, and bomber jackets in dreamy hues. And we definitely tip our hats to experimenting with your wardrobe.

Follow Kelsey on Twitter @KMulvs