One of the classiest ways to style such a must-have item as a red blazer is to combine it with a white dress shirt. Black leather tassel loafers are a fail-safe way to bring an extra touch of class to your outfit. When it comes to dressing for in-between weather, nothing beats a killer ensemble that will keep you cozy and looking your best. This one is a stylish and age-appropriate pairing for a 50-something gent.