Green’s Dictionary of Slang

shavetail adj.

[shavetail n. (2)]

(US) inexperienced.

(con. c.1880) Bourke On the Border with Crooke 204: There were sarcastic references to the lack of ‘horse sense’ shown by certain unnamed ‘shave-tail leftenants.’.
[US]C. Himes Crazy Kill 34: I’ve known you since you were a little shavetail kid on 116th Street.
[US]S. Morgan Homeboy 142: Up shot the shavetail Assistant D.A.
[US]T. Jones Pugilist at Rest 64: I remember that day far more clearly than the day Kennedy was shot, when I was a shavetail private just out of boot camp.