This ensemble with an olive raincoat and dark brown plaid chinos isn't a hard one to pull off and is open to more creative experimentation. A trendy pair of dark brown leather tassel loafers is the most effective way to upgrade your outfit. This combination is everything for those comfy days of spring. As a 30-something Millennial gentleman, you want to start dressing like an adult. That's when getups like this come in useful.