Green’s Dictionary of Slang

pull on v.2

[the image of trying on a garment]

1. (Can./US) to adopt a tactic for one’s own benefit.

Dly Press (Newport News, VA) 29 Apr. 5/4: ‘I suppose you’re pulling that on me now, because you are going to work me presently for another hat’.

2. (Aus.) to deal with, to test, to tackle.

[Aus]W.H. Downing Digger Dialects 39: pull-on — Undertake.
[Aus](con. WWI) A.G. Pretty Gloss. Sl. [...] in the A.I.F. 1921–1924 (rev. t/s) n.p.: pull on. To undertake.

3. (US black) to flirt.

[US]Z.N. Hurston Jonah’s Gourd Vine (1995) 45: She de one come pullin’ on me.