DS2 has never liked having his haircut. When I was in charge, he had it cut about once or twice a year. He'd ,by choice, have it cut short then leave it until it was chin length.
He hasn't had it cut since he left school 2 years ago. It's "strawberry blonde", thick with a slight wave. When it's clean it is really very beautiful, but obviously it does need a little bit of attention/the occasional trim. I think it would benefit from a bit of shape too. It's basically a grown out short back and sides, currently and down to his shoulders.
He's a quiet, nervous thing, one of the reasons he avoids the hairdressers in the first place. How does a man with long hair go about getting a haircut. Presumably rocking up at a walk in barbers isn't it?
Ultimately it's down to him, but he could use a bit of help.