Get inspired.
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Men have had their clothes made to their specifications for a long time, and for as long as they've been doing it, they've been photographed. That means that Google Image Search is your best friend. Look at Fred Astaire, who was devoted to classic Savile Row style; Cary Grant, who understood the kinship of simplicity and elegance; and Steve McQueen, who wore incredible suits with a wonderful air of indifference in 'The Thomas Crown Affair.' They all understood proportion, pattern, and palette. They looked essential because they adhered to timeless principles and knew themselves. And their tailors knew them just as well.

Now it's your turn to decide if you want to be conservative with a white shirt and dark tie, boldly mix patterns, or rock a tight, spray-on jacket. Just remember that you don't have to reinvent the spool. Blogs by street-style photographers such as Justin Chung and Tommy Ton are a good starting point if you're looking for modern inspiration. And don't be afraid to print out some pictures to give your tailor something to work from. He'll appreciate the visual reference, and no one will judge you for aspiring to greatness.