This combo of a burgundy wool bomber jacket and a burgundy polo is proof that a pared down casual ensemble can still look really interesting. Introduce black leather casual boots to the mix to easily ramp up the classy factor of any ensemble. When leaves turn yellow and red and autumn is in the air, you'll appreciate how great this outfit is for awkward transition weather. Guys wondering how to sport smart casual outfits in your twenties, you have your answer.