This laid-back pairing of a white varsity jacket and a hoodie can go in different directions depending on the way it's styled. Complement your look with a pair of navy print canvas low top sneakers for extra style points. If you're looking for a knockout look that will take you from winter to spring, this one fits the bill. Those who are curious how to sport cool casual dressing as you make your way through your 20s, this ensemble should answer your question.