This combo of a grey shearling jacket and jeans is on the off-duty side yet it's also stylish and razor-sharp. On the shoe front, go for something on the laid-back end of the spectrum and finish off your look with silver low top sneakers. As you can see, this getup is dapper and will provide the necessary warmth for getting through winter with ease. Men who wonder how to wear modern off-duty style as you navigate your 20s, this getup should answer your question.