Dressing for a date can be daunting, but it doesn't have to be. What you should wear can be boiled down by answering one simple question: Are you going out for dinner and drinks, or doing something a bit more active?

What to wear on a first dinner date men

Dinner and drinks

It doesn't matter if it's the first date, the third date, or the 100th—a sport coat is always a good call. Try wearing one with brown leather shoes, dark denim (or 5-pocket chinos), and a button-down shirt. A tie is probably a bit too formal, but if you want to add something extra, throw in a pocket square.

What to wear on a first date casual men

Something more active

Hitting a street fest or just wandering around the neighborhood? More active plans call for a less formal dress code. Depending on the scenario, a fresh pair of sneakers are a modern option, especially with stretch denim and a button-down.

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