Consider teaming a cardigan with a dress shirt to achieve an interesting and put together outfit. Dial up your getup by rocking dark brown leather dress boots. During winter, when comfort is everything, it can be easy to surrender to a less-than-stylish ensemble. However, this ensemble is a striking example that you totally can stay toasty and remain stylish at the same time during winter. As you're moving through your late 20s, you want to start dressing like a grown man. That's when ensembles like this are a lifesaver.