Took this picture of a fellow bachelor-party reveler in scenic, picaresque Alexandria last year. These are called semi-brogues (as opposed to the full brogues, also known as wingtips, and quarter brogues, also known as cap-toes).
A standard D.C. Dude on the Town outfit--denim with a sport shirt--doesn't have to be boring or aggressively clubby. All you have to do is add a few personal touches, like flipping up the cuffs of your jeans a bit and wearing some kickass, unique shoes, and Hey Presto! you communicate that you're a little more thoughtful about your self-presentation.
And let me tell you--a pair of shoes that you love can really boost your confidence.
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