Even seemingly mundane things can conceal awesomeness, like the nerd in accounting who can totally shred, and play the guitar really well, too. For shirts that reward a deeper look, check out Arnold Zimberg.
A guy who toiled for years under the raised eyebrows of luminaries like Givenchy, Valentino, and Geoffrey Beene before setting out on his own, AZ now crafts moderately slim-fit casual buttondowns in summer-friendly light cottons, which all appear fairly standard at first, until their examination reveals little surprises -- which can be a great characteristic for shirts, but thank god he doesn't make underwear. His "Washed" collection (enzyme-treated for a supremely worn-in feel) drops 12 new shirts/month; plaids include a super-thin number with soft purple checks, cowboy-ish pockets, and bold green piping running down the side seams, and a lumberjackish affair in broad green & white with red gingham inside the collar and cuffs, finally allowing you to eat a romantic Italian meal off your forearm. Non-plaids come in subtle pink-and-purple-stripes, w/ boxy flap-covered pockets, and a flash of green satin up the inside of the placket; army-green linen with thin white stripes, and a back yoke where they go diagonal; and a lightweight white job that at first seems plain, but rocks hidden purple inside the collar and an understated print that upon closer inspection looks like strings of plus signs, parentheses, and different-sized periods, but we're totally not touching that joke
Uniquely, there's also a pink-stitched solid black shirt with sleeve tabs to keep your cuffs rolled up, and thin black satin shooting up the inside of the placket that's only visible as you unbutton your shirt, an action you'll be powerless to resist when Barry gets down to "Breaking the Law".