I get emails all the time from readers looking for suggestions on how to look sharp without going overboard. We’ve talked before about whether it’s better (or worse) to be overdressed or underdressed for something, and though opinions skewed towards erring on being overdressed, let’s face it, there are definitely situations where you do not want to bring it too much. A casual dinner or drink and first (or second or third) date come to mind. Here’s one idea for keeping it sharp, but casual.
A blazer is one of the key elements to any sharp casual look. You can regulate the level of formality a blazer projects by the shirt you wear. A button-up will appear more dressed up, while the right t-shirt will throw off a more casual vibe.
Have fun with footwear. I’m always looking for a reason and way to wear my tan suede double monk straps. They’re not an everyday kind of shoe, however, which is fine, because when I do slip them on, it always feels like a bit of a statement and keeps them feeling special. For me, choosing footwear is a balance between the practical, the situation and/or occasion, and my mood.