This is indisputable proof that an olive plaid blazer and olive plaid dress pants are awesome when worn together in a sophisticated ensemble for a modern dandy. If not sure about the footwear, go with a pair of burgundy leather brogues. This ensemble isn't a hard one to nail and it's season-appropriate, which is more important when it's roasting hot outside. Timeless looks like this are worth having in your wardrobe at any age.