Why not wear a teal turtleneck with grey chinos? As well as very functional, both items look amazing paired together. If you want to easily amp up this look with a pair of shoes, introduce dark brown leather chelsea boots to the equation. This ensemble is our idea of perfection for when leaves change color and autumn starts to take over. Those wondering how to pull off classic and casual outfits as you work your way through your 20s, this combination should answer your question.