Consider pairing a brown v-neck sweater with charcoal jeans for a day-to-day getup that's full of charisma and personality. Introduce a pair of desert boots to your look and the whole getup will come together. This one is a viable pick if you're in search of a cool getup that transitions easily into fall. Think it's hard for teenage guys to master classic and casual dressing? This combination is a clear demonstration of otherwise.