This pairing of a black suit and a white and brown vertical striped dress shirt is a real life saver when you need to look really classy. Infuse a more relaxed twist into your look with white canvas low top sneakers. As you know, the trick to getting through the hottest time of year is wearing easy and breezy looks like this one. This ensemble shows that figuring out fashion as a 30-something Millennial gentleman is totally doable.