This casual pairing of a white turtleneck and blue jeans is super easy to throw together without a second thought, helping you look sharp and ready for anything without spending too much time rummaging through your closet. For a more casual touch, why not go for olive athletic shoes? With an outfit like this in your winter closet, you'll manage to stay toasty and look awesome despite the cold weather. Laid-back ensembles for over-50 guys aren't actually that hard, as you can see.