A black floral short sleeve shirt and dark brown chinos are among those super versatile menswear elements that can completely change your closet. To introduce a little fanciness to your look, introduce a pair of tassel loafers to the equation. Entirely appropriate for hot weather, you can wear a variation of this getup throughout the summertime. Off-duty outfits for guys over 40 aren't actually that hard, as you see here.