This combination of a black wool shirt jacket and a black crew-neck t-shirt is super versatile and really apt for any adventure you may find yourself on. For something more on the daring side to round off this getup, introduce a pair of white canvas low top sneakers to your ensemble. When you have one of those dreary fall days, sometimes only a killer outfit like this one can spice it up. Guys who wonder how to wear edgy casual looks as you step into your 30s, you have your answer.