If your hair is dry and you have not conditioned it then you are running the risk for splitting the ends. So to begin with, make sure that you shampoo well and use a conditioner unless of course your hair is oily. Towel dry it as there is no need to blow_dry your hair for the ponytail look. You might want to add a little bit of gel to give it a nice shiny look and to help keep those flyaway hairs under control.
Men don't want to advertise that they are asking for anything other than the "normal" cut when they visit the barbershop. It seems to be an unspoken rule, one that the barber knows very well. He knows exactly which celebrity hairstyle each man is quietly asking for and how to cut their hair accordingly.