This combo of a grey sweater vest and black chinos will add powerful essence to your getup. If you need to immediately rev up this look with footwear, why not rock a pair of loafers? So as you can see, it's extremely easy to look seriously stylish and stay comfy come chillier weather, all thanks to looks like this. Those who are curious how to sport smart casual dressing as you work your way through your 20s, this combo should answer your question.