This off-duty pairing of a black shirt jacket and a crew-neck t-shirt is a surefire option when you need to look casually dapper in a flash. You could perhaps get a bit experimental with shoes and dress down your getup with white and red leather low top sneakers. This getup is a savvy idea if you're picking out a standout getup for weird fall weather. Interested in dressing tips for teenagers? This combo is great inspiration.