The prison penfriend :-)?

I need to learn how to describe character's appearance better. In my mind he's an aging dandy. Pretty boy kind of, a charmer but also an idiot. Pretty health conscious. A dude who likes to sit with his legs crossed because he think it makes him look sophisticated. The type of man who sucks on their thumb after hammering at it unintentionally having missed a nail, but sleeps with cucumber slices taped to his eyes.