Go for a simple but at the same time cool and casual choice in a charcoal oversized sweater and black leggings. To introduce some extra definition to your outfit, add black leather mid-calf boots to your look. This ensemble is an obvious idea if you're putting together an easy-to-transition look.
On days when comfort is imperative, wear a charcoal oversized sweater with black leggings. In the shoe department, go for something on the dressier end of the spectrum and finish your outfit with a pair of black leather mid-calf boots. You can bet this outfit will become your uniform when chillier weather arrives.