Why not opt for an olive barn jacket and a tobacco crew-neck sweater? These two pieces are super functional and look amazing when paired together. When not sure about what to wear when it comes to footwear, go with a pair of black leather casual boots. There's no better way to brighten up a bleak fall afternoon than a knockout outfit like this one. Wear this pairing to pull together a more conservative look as a 20-year-old man.