This combo of a trenchcoat and white chinos is a must-try effortlessly sleek getup for any gent. For something more on the casually cool end to finish off this outfit, complete this ensemble with dark brown athletic shoes. Rest assured, this ensemble will keep you comfortable as well as looking sharp in this awkward transition weather. Guys who wonder how to look fashionable as you make your way through your 20s, you have your answer.