For something on the casually cool side, you can easily wear a black shirt jacket and charcoal check chinos. A pair of white canvas low top sneakers adds more depth to an otherwise all-too-safe outfit. Keep this combination ready to go come warmer days, and we promise you'll save a lot of time brainstorming for an ensemble on more than one morning. In your 30s, you probably want to start dressing like a grown man. In this case, ensembles like this are ideal as inspo.