A dark brown bomber jacket and a crew-neck t-shirt are the kind of casual essentials that you can wear many ways. Finishing with white canvas high top sneakers is a fail-safe way to bring a sense of stylish casualness to your outfit. So if you're scouting for an outfit that's seriously stylish but also totally spring-friendly, this just might be it. This outfit should erase any doubts you had about wearing casual clothes as an older man.