This combo of a blue waistcoat and blue jeans is a real life saver when you need to look like a true dandy. Rounding off with a pair of desert boots is a surefire way to inject a dose of stylish nonchalance into this outfit. A good illustration of comfortable fashion, this ensemble must be in your front hall closet when cold days set it. Certainly a nice pick if we're talking outfit ideas for men over 50.