This combo of a v-neck sweater and a dress shirt strikes an interesting balance between dressy and off-duty. Black leather casual boots are the most effective way to add a little kick to the ensemble. We know it's always hard to stay on-trend in the dead of winter, but this ensemble is hard proof that it can be done. And if we're talking dressing ideas for 20-year-old gents, this ensemble looks great on almost any gent.