This semi-casual combo of a grey plaid blazer and a charcoal turtleneck is very easy to throw together without a second thought, helping you look on-trend and prepared for anything without spending a ton of time going through your closet. In the shoe department, go for something on the dressier end of the spectrum by rocking black leather derby shoes. We're loving that this combination is great when chillier days are here. This combo is a striking illustration gents over 50 can still very well draw compliments.