Most guys go through a shaggy phase, but a real hair boy grows his hair over a period of years and would never cut it even though he gets teased about cutting it all the time.
He's probably proud of his hair to the point of being annoying. You almost just want to chop it off.
"Oh, that's Dylan."
"Yeah, him. His hair is insane."
"Yeah, he's been growing it since like 8th grade."
"He kind of needs a trim."
"Don't count on it."