A black hoodie and black shorts are the ideal way to infuse extra cool into your current fashion mix. Throw a pair of black and white canvas high top sneakers in the mix to immediately up the street cred of this getup. You know when it's super hot outside, sometimes only a kick-ass outfit like this one can get you through the day. Those who are curious how to sport modern casual dressing in your thirties, this combination should answer your question.