When the setting allows a casual outfit, wear a navy blazer with blue ripped skinny jeans. For something more on the smart side to finish off your getup, throw a pair of dark brown suede chelsea boots in the mix. Dressing smartly is the trick to surviving extra cold temps, but this ensemble is a shining example that you can do it with style. This combination illustrates that slipping into your 30s is no reason to stop dressing casually.