This is irrefutable proof that a grey double breasted blazer and grey dress pants look awesome when paired together in a classy outfit for a modern guy. Infuse a dose of stylish casualness into this outfit by finishing with white leather low top sneakers. Cold weather needn't mean you sacrifice your style, and this look is hard proof just that. If you're wondering what you should wear as an over-40 guy, this outfit gives a proper idea.