Much like the individual on the character is based, Draper Daniels, Don Draper is a man straight out of the 1950s trying to operate in the year 2010. Everything about the character from his hairstyle to his personality is a flash from the past.
The hairstyle worn by Don Draper is a very conservative short haircut that has always been considered appropriate for men in the business community. The hair is cut up off the collar and above the ears. There are no sideburns to speak of. The hair is cut so that it can be styled with a single part to one side and combed over with no bangs showing on the fore head.
This is a classic hairstyle that has been worn by men for generations and can specifically be classed as a businessman's haircut. It is appropriate for any man, regardless of his occupation or station in life. When compared to some of the more modern hairstyles worn by men, this particular style can be considered ultraconservative.