Dark Brown Desert Boots with Zip Neck Sweater Smart Casual Fall Outfits In Their 30s: This combination of a zip neck sweater and khaki chinos is hard proof that a pared down off-duty ensemble can still be really interesting. If not sure about what to wear on the shoe front, go with a pair of dark brown desert boots. This one is an obvious choice if you're figuring out a cool summer-to-fall look. As you slip into your 30s, you want to start dressing more like a mature gentleman. In this case, inspiration like this is very useful.

This combination of a zip neck sweater and khaki chinos is hard proof that a pared down off-duty ensemble can still be really interesting. If not sure about what to wear on the shoe front, go with a pair of dark brown desert boots. This one is an obvious choice if you're figuring out a cool summer-to-fall look. As you slip into your 30s, you want to start dressing more like a mature gentleman. In this case, inspiration like this is very useful.