You probably wouldn’t recognize them on the street (and chances are you’re even less likely to know their names) but the posse of downtown scenesters featured on Unruly Heir’s limited edition holiday sweater are the characters that keep New York City nightlife running. With faces like Sophia Lamar, Peter Davis, May Kwok and Travis Bass who knows — the doorman just might let you in. Available exclusively at The Cools starting Wednesday, December 20.

Whether you’re a single jacket kind of guy or the king of piling on the layers, you need to have at least one quilted jacket in your sartorial repertoire. And while there’s certainly no lack of options out there, we’re pretty partial to this one from DQM. With a water-resistant shell, contrast lining and ribbed collar and cuff detailing, the diamond quilted jacket is as contemporary as it is cozy. 

They might be all the rage these days but a quality varsity jacket will never go out of style. Take, for instance, this new collaboration from Ace Hotel and Washington-based knitting mill Centralia. Made from a 24-ounce pure virgin boiled melton wool and chain-stitched with the Ace team logo, the sporty jacket ($300) features timeless details like a foldover collar and cuffs, snap buttons and leather-trimmed slash pockets. Order it here. 

J Errico, NYLON + NYLON Guys Fashion Director

Calvin Klein Collection - Black Wool/Felt Alligator Sweatshirt - Price available upon request. 

Calvin Klein Collection - Black Crocodile Loafers - Price available upon request.

Not for the faint of heart — or the “shoe lace challenged” — these white leather Damir Doma sneakers have effortless cool written all over them. And whether you’re a stark minimalist or prefer pieces with more of an avant garde edge it makes no matter — these kicks offer a little something for everyone. Pre-order them now. 

Whether you’re taking a stroll down Avenue George V or cruising the streets of downtown L.A. you can still make a statement with this clever sweatshirt from designer Brian Lichtenberg.

No, this isn’t your father’s worn-in suede jacket (though it certainly might look that way.)  Part of Levi’s Vintage Clothing’s newest range of offerings for the season, the casual piece could have easily been plucked right out of the ’50s. With a leather collar, stud-fastening pockets and rich brown color we wouldn’t be surprised if you had to fight off your old pops for this one. 

There’s no arguing the effortless cool factor that comes with wearing a black leather jacket, but if you’re looking to stand out from the crowd try mixing it up with some color. Featuring a front button placket, zip-off sleeves and epaulet detailing on the shoulder, this Members Only jacket is a perfect alternative to your everyday moto. Get it now at the NYLON Guys x JackThreads sale.