Well as you have gathered by my posts, I'm very with it!...
(are those the words the youngsters still use, or was that lost in the 70's?)
I think because he has gaunt features, longish hair actually suits him and I expect he's into grunge anyway (see I'm hip, as they said in the jazz clubs I used to frequent, before I made it to the vegetative stage of life!... :?
Short back and sides was never my scene, so more power to him, whatever he looks like....as long as he doesn't wear those shirts with the holes in the back!