Why not wear a bomber jacket and a red and white long sleeve shirt? These two items are very comfortable and will look awesome worn together. To introduce some extra zing to this look, complete your look with a pair of black leather chelsea boots. Certainly a safe option if we're talking fashion tips for 30-something Millennial guys.
Go for a simple but casually cool outfit by teaming a bomber jacket and a red and white long sleeve shirt. A pair of black leather derby shoes effortlessly steps up the style factor of this look. As a 30-year-old, you probably want to start dressing more like a mature gentleman. In this case, combos like this are a solid bet.