Green’s Dictionary of Slang

1. to break, to destroy, to ruin.

1839		Crim.-Con. Gaz. 20 Apr. 121/1: I saw Broker Thwaites [...] I now know why the boys call you ‘Jigerem’ Thwaites.
1843		Satirist & Sporting Chron. (Sydney) 4 Mar. 1/4: Well, we are brought up, and after a very lengthened and eloquent appeal [...] are doomed to be ‘jiggered’.
1887		‘’Arry on Ochre’ in Punch 15 Oct. 169/1: Lor!, to think what a butterfly beauty I was when I started, old pal! / Natty cane, and a weed like a hoopstick, and now! — oh, well, jigger that gal!
1899		J. Flynt Tramping with Tramps 280: And these are the kind of fellows, too, who jigger our ridin’ on this railroad.
1919		E. Dyson ‘Mickie Mollynoo’ in ‘Hello, Soldier!’ 44: We creeps a thousan’ yards or so to jigger up a gun / Which seven Huns is workin’.
1934		D.L. Sayers Nine Tailors (1984) 252: Me having the pick-locks in my pocket rather jiggered up that bit of the alibi.

2. (US, also jiggeroo) to fool, to cheat, esp. in passive; thus jiggering adj.

1894		‘J. Flynt’ in Century mag. (N.Y.) Feb. 20: No, my young blokes; you can’t jigger the old boy.
1913		J. London Valley of the Moon (1914) 173: We’re jiggerrooed. We’re hornswoggled.
1913		Truth (Sydney) 22 June 9/4: William sez he’s being jiggered, / And he don’t know where he are!
1916		J. London ‘The Princess’ Complete Short Stories (1993) III 2475: I even [...] paid Sweitzer fifty quid I’d jiggered him out of in a deal in Fiji.
1938		X. Herbert Capricornia (1939) 130: Damn and blast his weak-kneed self for allowing a jiggering Chow to beat him!