For an off-duty ensemble, dress in a dark brown leather bomber jacket and a blue polo — these two pieces fit beautifully together. Add black leather derby shoes to the equation to make the outfit a bit more sophisticated. When it's one of those dull fall days, what better to spice it up than a seriously stylish outfit like this one? That's the look for a 30-year-old gentleman to convey you've got what it takes to succeed.