Try teaming a sweater vest with skinny jeans for a day-to-day outfit that's full of charm and character. A good pair of black leather chelsea boots is the simplest way to bring a hint of sophistication to your getup. With an ensemble like this in your winter sartorial arsenal, you're guaranteed to keep warm and look stylish despite the nasty weather. Those who wonder how to dress stylishly as you slip into your 30s, you have your answer.