For a look that's nothing less than camera-worthy, opt for a grey double breasted blazer and a dress shirt. To inject a laid-back feel into this ensemble, complement this outfit with a pair of brown suede double monks. With an outfit like this in your winter closet, you're guaranteed to stay cozy and look stylish despite the extra cold temps. Wondering how your repertoire should look as you pass the big five-oh? This combination is a good illustration.