If it's comfort and functionality that you appreciate in an ensemble, rock a grey blazer with a white long sleeve t-shirt. Our favorite of a ton of ways to finish this outfit is a pair of dark brown leather desert boots. Can you see how very easy it is to look on-trend and stay snug when cooler days are here, all thanks to outfits like this one? This ensemble demonstrates how to dress with style and look good as you make your way through your 20s.