Extremely dapper and practical, this casual combination of a light blue crew-neck t-shirt and black chinos provides variety. Complete your getup with a pair of low top sneakers for maximum style points. In the winter months, when comfort is top priority, it can be easy to surrender to a less-than-stylish look in the name of convenience. But this look is a striking example that you totally can stay warm and remain stylish in the winter months. Those wondering how to wear cool off-duty outfits as you go into your 30s, this combination should answer your question.