A bomber jacket and black skinny jeans are the kind of off-duty staples that you can wear a hundred of ways. And if you wish to effortlessly dial up your ensemble with one single item, introduce chelsea boots to the mix. This getup is the definition of perfect for when temps are getting lower and fall is settling in. So if you're on the lookout for outfit ideas on what to wear as you are making it through your teens, this getup is definitely worth saving for later.