A charcoal sweatshirt and grey chinos? It's easily a wearable outfit that any gentleman can wear a variation of on a day-to-day basis. To introduce a little flair to your outfit, add black leather tassel loafers to the mix. So when summer is over and autumn is setting in, you may find this ensemble your go-to. Just because you're 20, doesn't mean you can't dress up like a gentleman, and this combination illustrates exactly that.