This pairing of a bomber jacket and a black polo is irrefutable proof that a safe casual ensemble doesn't have to be boring. Take a more casual approach with shoes and complete this getup with a pair of black leather sandals. Come blazing hot summer days you're looking for an outfit to keep you comfortable and seriously stylish –– this look is just the one you need. If you're often not sure how to dress as a 20-something man, this ensemble is a great illustration.