A black check wool double breasted blazer and charcoal wool dress pants are an elegant ensemble that every modern gentleman should have in his wardrobe. Introduce black suede desert boots to the mix to easily bump up the street cred of this outfit. There's no nicer way to spice up a dull fall afternoon than a neat ensemble like this one. Outfits like this help accept this next milestone that is your 40s with class and confidence.