Pair a navy hoodie with navy ripped jeans for both dapper and easy-to-create outfit. And if you want to instantly up the style ante of this outfit with footwear, why not complete your look with dark brown suede chelsea boots? Rest assured, this ensemble will keep you snug as well as looking stylish in this awkward fall weather. This getup shows that maturing from your 20s to your 30s is no reason to avoid casual clothing.