D.K.
This is the wonderful thing about boys....they are totally wash and wear!! You don't have to DO anything except slick it down with water in the morning if they have bed-head. My 8yo is doing the long and shaggy thing that all of the boys are doing these days and I only ask that he comb it so it's not a complete rats nest. My little one wants to be like his brother so he's freaking out about hair-cuts. He's getting shaggy right now too! :) I only mess with it if it's messy. If it's neat then I leave it alone. Boys are so much easier than girls! (I had a SD with long fine hair in my first marriage and I had to braid her hair every night and re-braid it every morning just to keep it from tangling!)