I swear, the concept of “business casual” has ruined American men’s sense of style. In any case, here’s advice from someone old enough to be your father. Saintly Loser makes good points, too.
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Don’t worry about getting an overcoat. The overcoat is not part of your “I need to look good tonight” wardrobe. If it’s warm enough, you won’t need it. If it’s bitter cold (probably not in Maryland in December) go ahead and wear your parka.
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For someone your size, avoid anything that suggests “flashy.” Choose a dark, solid color suit. Navy blue or charcoal – old guys like me have a bias against black, but I’ve heard the younger crowd likes it. Wear a white shirt (point collar is dressier than button-down) and you can pretty much wear any tie that doesn’t have a hula girl on it.
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Don’t get skinny lapels, don’t get fat lapels, and for someone your height, don’t get short lapels. I’m not sure what the appropriate width is right now, but it’s usually in the 2 1/2 - 3 1/2 inch range.
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A dark suit should be made of wool, and the more wool the better. If you get wool blended with anything, it should be just polyester. Not rayon, or any of those made-up fiber names they sometimes use. If the fabric seems at all shiny, put the suit back and look for one with more wool. As for the shirt, the fabric you want is cotton. Your tie can be polyester, but make sure it has some heft to it.
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As noted, make sure the suit fits from the top down: shoulders, belly (jacket), waist (pants), wrists and ankles in that order. If you want to be flashy, one thing you’re allowed to do is wear suspenders. If you have much of a belly, you’ll be surprised how much better your pants will fit. Tell the tailor immediately if you want suspenders and have the buttons sewn into the waistband. (Never wear suspenders with those alligator teeth. They’ll pop off and make you look like a fool.)
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If you have your suit tailored at the store, tip the tailor (at least $5, better $10) when he measures you. You’d be surprised how much better a suit can fit when the tailor likes you.
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“Dress left or right” is code for “which side do you tuck your junk?” If the tailor asks how you want your pants to “break,” you answer with either “show a little sock” (no break) or “don’t show sock” (break.) A break is when your pants are long enough to hit the top of your shoe and bend. If he asks about a “horse shoe” cuff he’s asking if you want the rear of your cuffs a little longer than the front. It adds a slightly more finished look, but don’t do it if you lift your heel high when you walk.
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Shirt sizing has gotten really bad over the years, but ideally your shirt sleeves should come down a little past your wrists and your jacket sleeves should be a little shorter. The shirt collar should NOT choke, bind or constrict you. When you try on the jacket, move your arms around and see whether the jacket bunches anywhere. Someone your size will often find the arm holes have been cut too small, so make sure there’s no catching or binding when you move. If you have to choose between something being a little too big or a little too small, go big. It’s easier for the tailor to work with, and if it’s a shirt, “a little too small” looks awful.
Remember to stand up straight. You’ll look great!