A black and white polo neck sweater and charcoal chinos are the kind of casually smart items that you can wear for years to come. Switch up this ensemble with a more relaxed kind of footwear, such as these black leather low top sneakers. This one is a viable option if you're crafting a kick-ass look for summer-to-fall weather. This ensemble should erase any doubts you had about wearing more elegant clothes as a 20-something gentleman.