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7 Timeless Men’s Style Icons

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Having a signature style is one of the most effective ways to look cool and effortless at all times. Whether you’re rocking a perfectly fitted t-shirt with jeans or an entire business suit, your unique look is what sets you apart from the pack.

If your fashion sense needs an upgrade, it’s always a smart idea to pull from the greats. These seven timeless style icons developed flawless looks that stand the test of time. Take a page out of their books, and level up your style game today with Fresh Clean Tees.

Featured: Navy Torrey Polo

James Dean

James Dean embodied teenage alienation and disillusion in the 1950s, which carried on as a rebellious spirit that was revered in the decades to follow. The only thing he’s more famous for than his characters’ surly resentment of the establishment was his personal affinity for t-shirts and polo shirts. Dean’s combo of tucked-in tees and cool jackets made waves against a sea of buttoned-up shirts.

Copy his style by incorporating these pieces into your look. Start with a classic t-shirt or polo shirt. Pair your top with some dark-washed denim and a stylishly cut jacket for an effortlessly timeless look that’s ideal for occasions across the board.

Featured: White Crew Neck Tee

Bruce Lee

When Bruce Lee wasn’t wowing audiences with masterful and, let’s be honest, near-superhuman martial arts feats, he was dressing to the nines in a style all his own. Lee preferred a mix of vintage and modern clothing pieces, from white crew neck tees to jackets you never saw on another person.

The inevitable risk of going vintage is looking too dated, which is why Lee’s style was so impressive. He understood the importance of blending men’s basics with vintage pieces to achieve the perfect balance. We’d expect nothing less from a martial arts legend. Incorporate one statement vintage piece into your outfits for a sophisticated, unexpected look.

Featured: Heather Grey Cali Pullover

Steve McQueen

Nicknamed “The King of Cool,” Steve McQueen could’ve had a lesser-known moniker that was just “The King of Layers.” There’s a reason why this cinematic bad boy remains one of Hollywood’s most notable fashion icons for men. He knew the importance of layering.

With fall now in full swing, it’s a good idea to tap into some of McQueen’s garment genius. The key is to work with lighter layers in complementary colors. Anything too bulky can overpower or look sloppy. For instance, you can rock a lightweight sweatshirt instead of a heavy sweater. Keep it light and coordinated and you’ll be sure to keep it classy.

Featured: Emerald V-Neck Tee

Michael B. Jordan

From Black Panther and People Magazine’s “Sexiest Man Alive,” Michael B. Jordan always seems to know what he’s doing, and one of Hollywood’s hottest actors can teach you a thing or two about looking your freshest, courtesy of good grooming. Jordan’s two secret weapons are regular manicures and pedicures as well as a low-key skincare regimen that keeps his face hydrated.

It’s that simple. Style isn’t just about clothes, but also doing what you can for your body to complete the good look. Finding a skincare routine that works for you and sticking with it, as well as investing in a signature scent, can take your style up a notch.

Featured: Black Long Sleeve Henley

Bob Dylan

Musical mastermind Bob Dylan had a signature style back in the day that involved tons of button-ups and crew neck t-shirts, paired with belted leather coats, cool jackets, an array of blazers and vests, and of course, his trademark sunglasses. Dylan remains an inspirational wardrobe icon all these years alter because he never looked like he was trying too hard, all while hitting those high notes of style.

You can upgrade Dylan’s look for the modern world by incorporating long-sleeve henleys or crew necks and pairing them with dark jeans and boots. Don’t forget the signature shades.

Featured: Vintage White Long Sleeve Henley

Johnny Depp

Johnny Depp is arguably a perennial king of cool, playing cultural icons like Hunter S. Thompson and Ed Wood. He’s also a man who knows how to dress. Depp’s secret to success is pairing the basics with plenty of accessories for a quirky look that never veers into showy territory.

As with going vintage, you’ll want to choose your accessories carefully. Start with a solid base, and build from there. A Panama hat, killer sunglasses, or a signet ring are great statement pieces that will complement rather than overwhelm your overall look.

Featured: Charcoal Short Sleeve Henley

Miles Davis

Miles Davis revolutionized jazz, and he did it while looking like a dapper gentleman each time he stepped out on stage. His secret? Davis understood the power of tailoring your clothes. Even the best outfit can look sloppy if your pants are dragging on the floor. If you want to look sharp, get thee to a tailor.

Tailoring your suits is a critical part of a refined look, but you should also consider taking your jeans and chinos in if they don’t quite fit the way you wish they did. Tailor-made clothes are made exclusively for you, and if that’s not the epitome of having personal style, we don’t know what is.

There you have it, #FreshFam; seven style giants to inspire you!

— Elizabeth Lavis

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