Green’s Dictionary of Slang

Oakley n.

[abbr. Annie Oakley n.]

(US) a free pass, orig. to a circus, but latterly to the theatre.

[US]T.A. Dorgan in Zwilling TAD Lex. (1993) 60: Watching the office pass moocher as he gets ready to hit the sporting editor for a pair of oakleys to the big football game.