For a laid-back and cool outfit, rock a navy parka with sweatpants — these pieces fit beautifully together. For something more on the dressier side to complete your look, add black loafers to the equation. When it comes to dressing for summer-to-fall weather, nothing beats a killer ensemble that will keep you warm and looking your best. Those who wonder how to wear modern off-duty looks as you progress through your 20s, you have your answer.