If you would like take your casual fashion game to a new level, consider teaming a black wool bomber jacket with a white long sleeve shirt. If you're clueless about how to finish, introduce a pair of dark brown suede desert boots to the mix. This combination is a wonderful option if you're picking out a standout look for summer-to-fall weather. All in all, an ideal example of classic and casual fashion for 20-year-old gentlemen.