A dark brown plaid overcoat and dress pants are absolute must-haves if you're putting together a smart wardrobe that holds to the highest sartorial standards. A pair of red high top sneakers instantly amps up the cool of your getup. It's a nice choice when it comes to crafting a well-coordinated look for weird transition weather. This combo proves that staying fashionable as you slip into your 30s is quite manageable.