If you're scouting for a relaxed casual yet dapper look, team a black leather bomber jacket with charcoal skinny jeans. If you want to instantly up the style ante of this ensemble with one piece, why not add black leather casual boots to your look? It's is a good pick if you're picking out a cool ensemble that will take you from summer to fall. Laid-back combos for stylish young gentlemen aren't actually that hard, as you see here.