The Risk And Reward of the Black Dress Shirt

A bit of advice to the untrained: Be careful when wearing a black button down shirt.  It is very, very easy to look like a gigantic tool wearing a black button down.  Here is my advice on how to do it smoothly so you are at no risk for looking like a wiener:

1. With Jeans: Don’t ever do that!  Never ever!

2. With a Grey suit: Black is the ultimate compliment to grey.  If you wear this combo, do not wear a tie. 

3. With a black suit: Nothing screams “Vinny Chase” more than a black suit, on black shirt, on black tie.  Some people call it the “Johnny Cash” look but I prefer to be a bit more modern with the terminology.  Feel free to go tieless as well, but if you do choose a tie, go with black.

4. With a Tie: Do not ever try and wear a colorful tie with a black shirt.  That means don’t wear anything but a black tie with a black shirt.  The only slight exception is a charcoal grey tie, but even that flirts with total doucheyness.  No white, no colors, never!!

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