Howe PJ Tech Cotton Blazer, Obey Revolution Nubby Tank, Obey Recon Cargo Shorts, Steve Madden Lande sneakers, Goorin Brothers Hammond, Ray-Ban New Wayfarer

He’s ahead of the curve, trend-savvy and not afraid to take style risks. The Trendster is always on the lookout for the coolest style pieces and coming up with interesting ways to wear them.

Our stylists put this particular Trendster outfit with fresh urban style in mind. The fashion-forward combo of a blazer, graphic tank and camo shorts are punctuated with sleek high top sneakers. Throwing on a cool fedora and classic Wayfarers rounds out this neo-urban look perfectly.

To see even more outfits for your specific style, check out our new and improved Shop by Personality page.

Modern city slickers.  

Left: Ben Sherman Cardigan, Calvin Klein V-neck tee, Calvin Klein Jeans Army Herringbone Modern Chino, Converse Chuck Taylor All Star Slim Ox, Fossil Monroe belt

Right: Fred Perry Gingham Shirt, 7 for All Mankind Slimmy Slim Straight-leg Jeans,Lacoste Osier 2 oxfords, Fred Perry Twin Tipped tie, Goorin Brothers Bad Boy fedora

Casual city dressing is a study in subtleties and refinement. The modern city slicker is all about merging classic looks with modern simplicity. There’s no reason why you can’t rock a pair of blue jeans or khakis to the hottest restaurant uptown. Just make sure you stick to understated classics that exude effortless style.

Urban life has its share of advantages: trendy hotspots, energetic environment, and dynamic lifestyle. But city living also poses a few challenges like public transport, rush hour traffic and higher costs of living. Treading the urban landscape takes not only bold strides in lifestyle, it takes keen fashion sense. Here, we highlight some casual style essentials for the upscale urbanite. After all, when you live in a fashion-conscious city, style doesn’t take a day off.

Modern-meets-retro: when it comes to casual urban clothing, go for pieces that are simple and sleek, but with a dose of retro. The adidas Y-3 Nomad Jacket is a fresh example of utilitarian style with a bold twist. Interesting twists on classics are also a great way to achieve the urban-chic look. Take the adidas by Stella McCartney Cover Up Gym Sweater for example; its classic simplicity makes it a great closet staple.

City Kicks: Keep those daily walking commutes comfortable with a pair of sleek sneakers like the adidas Y-3 Honja Classic for men, or the superbly sporty adidas by Stella McCartney Thallo Ballerina flats.

Utilitarian bags: A busy life comes with lots of stuff. Keep your essentials squared away in a simple messenger tote like the adidas Y-3 Toile Porter or a sleek and roomy nylon backpack like adidas by Stella Mccartney backpack.

Push your game to another level of cool with this collegiate-inspired Crooks & Castles cardigan. This elevated rendition of the classic cardi takes the idea of streetwear and gives it a very classic prep-school feel. Who says those two worlds can’t co-exist? Pair this fresh cardigan with a clean solid tee and your favorite pair of jeans. These would look exceptionally at home with a pair of boat shoes or a pair of lace-up boots.  This look is not only smart and fresh; it works for both the spring and fall.

Make sure to check out the entire Crooks & Castles clothing line as well!