This combination of a navy blazer and a cardigan is a fail-safe option when you need to look effortlessly sleek but have no extra time. If not sure as to what to wear in the shoe department, add a pair of dark brown leather casual boots to your ensemble. While dressing for winter weather can be a bit of a conundrum, ensembles like this one make you feel excited. After thirty, you probably want to start dressing more professionally. That's when outfits like this are a foolproof option.