This is definitive proof that a grey plaid double breasted blazer and a black polo neck sweater are awesome when paired together in an elegant ensemble for today's guy. A pair of dark brown leather tassel loafers looks wonderful completing your ensemble. As you can see, it's super easy to look awesome and stay comfortable when colder weather hits, all thanks to combos like this. Wondering how to dress age-appropriately as you reach your 50s? This getup is the perfect answer.