For an outfit that's very simple but can be modified in a myriad of different ways, wear a black leather bomber jacket with navy skinny jeans. Add a pair of white low top sneakers to the mix and off you go looking boss. When spring is in the air, you'll appreciate how great this ensemble is for weird transition weather. Gentlemen who wonder how to pull off cool off-duty style as you slip into your 30s, this pairing should answer your question.