This laid-back combination of a denim jacket and black chinos will draw attention for all the right reasons. Break up your ensemble with a more laid-back kind of shoes, such as these white and black leather low top sneakers. As you can see, it's super easy to look awesome and stay toasty when chillier days are here, all thanks to outfits like this one. Those wondering how to pull off edgy off-duty looks as you navigate your 20s, you have your answer.