A white vertical striped dress shirt and blue jeans? This is an easy-to-wear getup that any gent could rock a version of on a day-to-day basis. Tan suede desert boots integrate seamlessly within a variety of ensembles. Planning a pulled together combo can be a bit daunting on its own. Add below-freezing temps into the equation, and the whole thing becomes even more difficult. Don't despair, this here is your wintry inspo. Those who wonder how to sport modern casual dressing as you progress through your 20s, you have your answer.