You'll be surprised at how easy it is to get dressed like this. Just a dark brown plaid blazer combined with a light blue dress shirt. And if you want to effortlessly smarten up your outfit with a pair of shoes, introduce a pair of brown leather tassel loafers to the equation. A wonderful example of transitional fashion, this ensemble is an essential come warmer days. A look like this will make any older gentleman look better than everyone else in the room.