Unlike most fashion trends, denim remains a constant on the style landscape and in most men’s wardrobes, but, just because they’re versatile doesn’t mean jeans have to be boring. We tapped our own Jay Bell for his expert tips on turning these wardrobe staples into confidence-boosting standouts. Jay’s a pro at pairing just the right mix of classic and edgy to ensure a sensibility that’s fresh, without being overly trendy. “Today’s denim collections offer innovation and variation so that one doesn’t have to try so hard to flout anything,” he says. “It’s all about developing your own personal style and mixing in special elements which make you feel comfortable.”

Read on for five denim outfits edited by Jay that embrace the familiar-meets-cutting edge ethos and ensure that, whatever the occasion, you’ll feel like the leading version of yourself.

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1. Destination: Anywhere

“I’m always a fan of flattering one’s personality with clothing—never undermining it. With this smartly relaxed look, you’re prone to be noticed for your elegant ease and social savoir-faire rather than for what you’re wearing. Yohji’s breezy cotton gauze top is as effortless as your confidence, and paired with Simon Miller’s perfectly slim “go-to” jeans (every man should own a pair—or two or three), the look complements your assurance. Marsell’s hand-crafted slip-on shoes possess all the right style contrasts: laid back but expertly created; worn-in but forever in style.”

2. Forever Style: The Only Uniform You’ll Want To Wear

“This timeless look is like a uniform for cool style, and I’ve worn a version of it in the eighties, the nineties, and the naughts. There’s a vintage feel to it, like each piece was revived from your favorite period. Epitomized by leather raw-edge jeans from Takahiromiyashita theSoloist, nonchalantly paired with Maison Margiela’s denim western shirtR13’s loose white tee wears like a badge of honor, like one of those tees that has survived for decades and feels just right, right now.”

3. The Dynamic Duo: When Opposites Attract

“Unexpected juxtapositions: a sporty polo in plush suede—an extravagant item paired with familiar jeans. LOEWE’s suede polo is the focal point, lending this look the right amount of luxury and elevating R13’s lean white jeans to new heights. Raf Simons x Stan Smith Adidas—in iconic white, of course!—perfectly complements and dresses up this casual look.”

4. Runway Your Way: High Style For The Every Day

“Bohemian, carefree, loose, and summer cool. Yohji Yamamoto’s drop-crotch denim trousers are in perfect harmony with Engineered Garments’ Eastern-inspired top. Soft, washed denim and light linen/cotton slub mesh perfectly, and black Stan Smith Adidas sneakers add the necessary curveball, taking the outfit from the runway to the street. Top it off with Yohji’s summer-white Panama fedora for added stylish utility.”

5. Breaking Traditions: The New Beatnik

“Beatniks rejected traditional societal rules, creating an image so right and so cool that the style has withstood the test of time. Haider Ackermann’s striped top is loose and fluid, more romantic than the average Breton stripe top. This Saint Laurent’s raw-edge jean jacket offers the perfect amount of Beatnik irreverence, while Maison Margiela’s slick ankle boots elongate the lines of Acne’s slim jeans.”

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