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1.A "1994" crewneck T-shirt made from durable, heavyweight cotton that still manages to offer a relaxed fit after all these years. While '94 was a great year for music and celebrity car chases, it was apparently an even greater year for tees.
2.A four-pocket, trucker-style denim jacket, which won't require a commercial driver's license to own and operate. Wear it behind the wheel, wear it walking, wear it anywhere.
3.A pair of slightly-stretchy, straight-fit chino pants you can just as easily call khakis, no one will mind. A total J. Crew classic to be sure. If you're ever confused about what pants to wear, these are the pants. See, they're doing that whole, "comfortable but stylish" thing.
4.A garment-dyed slub cotton polo shirt with just the right amount of fade to give that worn-in look that never feels worn out. (Note: wash separately, wear with similar or darker shades, dyed colors might run onto lighter clothes).
5.A vintage-style French terry hoodie that, yes, is in fact made of a variation of terry cloth for an extra well-constructed but equally comfortable fit. Wear it over a T-shirt, under a light jacket or blazer, or tie it around your waist if it gets too damn hot. You've got options.
6.A pair of washed canvas sneakers offset by hiking boot laces which could certainly qualify as your "dress Vans" for those times when slip-ons are a bit too casual. Also a J. Crew exclusive, so go treat your feet.
7.A pair of "weather-beaten" shorts with a 5-inch inseam that officially qualifies them as "short-shorts." If you can believe it, these were designed with a little extra stretch for slightly more athletic endeavors than standing around with a drink in your hand.
8.A simple, garment-dyed cotton baseball cap for those times when you don't want to sport a big old logo atop your dome. The adjustable buckle and leather strap at the back should accommodate most head sizes.
9.A lightweight, "everyday" bomber jacket that you most certainly don't have to wear every day but will probably want to. It goes with almost anything that would qualify as casual. They've even removed the standard ribbed waist (in lieu of a more sleek and straight hem) for a slightly looser fit.
10.A pair of "stretch-on-demand" water-resistant "tech" pants with mesh pockets and a zip back pocket. Bonus: the fabric has a UPF rating of 50+ for any outdoor activities under the sun.
11.A linen shirt which looks better when it's a little wrinkled. The ideal collared shirt for keeping cool during the warm weather months. Hand wash only, please.
12.A retro-inspired, slim-fit Lacoste/J.Crew collab polo shirt that is basically the blueprint for all other polo shirts. Plus when you see that crocodile logo come out from hibernation, you know that summer has unofficially started.
13.A rugged shirt-jacket in a durable duck canvas which still manages to have a little stretch. Also, "duck canvas" has nothing to do with waterfowl. It actually comes from the Dutch word "doek," which was the linen canvas used in their 18th-century naval uniforms.
14.A collarless "1984" retro-inspired rugby crewneck with a chest stripe and a little extra fabric hanging from that back tail. Since it is constructed from heavy, durable cotton you could conceivably play some rugby in it.
15.A stretch, chambray workshirt made from organic cotton that does, in fact, do all the work while you get to hang out looking super stylish. At least by the shirt a round when you're out, after all it's done for you.
16.A pair of suede and leather Nike Killshot 2 sneakers which sound a lot more badass than they actually look. But you're not going for B.A. You're going to the store, or to work, or out for the evening, all of which you can do while wearing these.
17.A pair of skinny-fit, stretch jeans in dark worn-in wash that are "slim but not too tight." While they're constructed with fabric from Japan's oldest selvedge mill (established in 1888), these jeans aren't so set in their ways because they will, in fact, "stretch on demand."
18.A garment-dyed slub cotton short-sleeve henley, which is the perfect shirt for those who can't decide between a crewneck or a V-neck. Well, now you can have both!
19.An organic cotton (with a little elastane thrown in there) gingham shirt, that while yes, seemingly every guy owns in navy blue, you can at least put your own spin on with a few more fun color combos.
Listen, you're going to look good but just know that you're never going to look NBA-Finals-Lebron-in-suit-shorts kind of good. And that's OK.