Why not try pairing a crew-neck sweater with charcoal jeans? These two items are super functional and look amazing when paired together. A pair of black suede desert boots looks awesome here. Keep this ensemble in your head come warmer weather, and rest assured, you'll save a lot of time brainstorming for an outfit on more than one occasion. Those who wonder how to sport classic and casual dressing as you make your way through your teens, this ensemble should answer your question.