This combination of a black puffer jacket and chinos is a safe option when you need to look effortlessly classic but have zero time to pull together an outfit. You can get a bit experimental when it comes to shoes and tone down this outfit by sporting a pair of green low top sneakers. As you can see here, this combo is a really great idea, especially for transitional weather, when the temperatures are starting to drop. Men wondering how to wear edgy off-duty dressing as you are making it through your teens, you have your answer.