If you feel more confident wearing something comfortable, you'll appreciate this off-duty combination of a beige shearling jacket and dark green cargo pants. Add a pair of tan canvas low top sneakers to this outfit for maximum style effect. When the cold season leaves you bored in the fashion department, this ensemble just might get you jazzed up about winter. If you're often not sure how to dress as a 20-year-old man, this ensemble is a tested option.