Green’s Dictionary of Slang

1. pertaining to the act of masturbation.

1989		Chapple & Talbot Burning Desires 303: Private masturbation parties were held in the homes of jack-off enthusiasts.
1990		(con. early 1950s) J. Ellroy L.A. Confidential 220: The idea of him or Mickey blasting six people over jack-off books was pure bullshit.
2009		(con. 1960s) J. Ellroy Blood’s a Rover 27: Clyde made the jack-off sign.
2010		J. Ellroy Hilliker Curse 33: My booze stunts got me county-jail time. My [...] epic jack-off stunts did not.
2023		(con. 1962) J. Ellroy Enchanters 10: I made the jack-off sign again.

2. a general term of abuse, disdain; fig. use of sense 1.

1972		C. Bukowski Erections, Ejaculations etc. 66: You slimy jackoff bastard.
1985		J. Wambaugh Secrets of Harry Bright (1986) 191: Trouble is, all these jackoff Cobras get hooked behind this shit.
1999		W. Gibson All Tomorrow’s Parties 212: Powerful substance this [...] it wasn’t there just for any casual jack-off recreational urge.