This casual combo of a tan shearling jacket and grey sweatpants is perfect if you need to go about your day with confidence in your ensemble. Complete your look with athletic shoes to add a touch of stylish casualness to this outfit. With an outfit like this in your winter sartorial collection, you'll manage to stay toasty and look stylish despite the subzero temps. A fail-safe option combination appropriate for gentlemen in their 20s who prefer to dress casually.