Green’s Dictionary of Slang

gyp v.

[gyp n.1 ]
(orig. US)

1. (also gypsy, jip) to cheat, to deceive, to renege on one’s debts.

[US]Century Dict.
Marshall W. Taylor Fastest Bicycle Rider in the World (1928) 145: It seems that they have not forgotten the little incident at the World’s Meet last year when he was ‘gypped’ out of a hard earned victory.
[US]Jackson & Hellyer Vocab. Criminal Sl. 41: gyp [...], to flim-flam; to cheat by means of guile and manual dexterity. [...] ‘Gyp this boob with a deuce.’.
[US]Van Loan ‘A Morning Workout’ in Old Man Curry 200: Sol’mun he never got jipped out of seven races in a row.
[US]H.C. Witwer Smile A Minute 67: I [...] got gyped outa twenty bucks.
[US]F.S. Fitzgerald Great Gatsby 42: We had over twelve hundred dollars when we started, but we got gypped out of it all in two days.
[US]E. Hemingway letter 15 Apr. in Baker Sel. Letters (1981) 358: Charles and I both bitter about how we were jipped out of the two jacks you painted in the backroom.
[UK]Peters & Sklar Stevedore I iii: God damn, I told you dey gyp us out of two hours.
[US]N. Davis ‘Don’t Give Your Right Name’ in Goulart (1967) 16: He gypped me. He got Lily Trace’s signature and hopped it.
[US]Monteleone Criminal Sl. (rev. edn) 133: jip To cheat; to swindle; to defraud.
[UK]K. Amis letter 28 July in Leader (2000) 442: He gypped me of another 220 or alternatively £2.15 while I was looking.
[US]R. Gover One Hundred Dollar Misunderstanding 85: If she jipped a couple of years, what difference.
[US]C. Brown Manchild in the Promised Land (1969) 354: They got to be going to a white fish market, that’s gon be gypping them.
[US]K. Brasselle Cannibals 130: The last dishonest thing I ever did was gypsy the dice in a crap game.
[UK](con. WWII) B. Aldiss Soldier Erect 30: Some of my mates were being jipped before we ever touched land.
[US]Rolling Stone 22 Sept. 44: If anyone complained about being gypped [...] he’d just point to the piece of hot dog he’d dropped in the sawdust.
[US]J.L. Gwaltney Drylongso 276: Pa, he’s gypping you.
[US]Tarantino & Avery Pulp Fiction [film script] 50: Now I’m the one getting gypped.
[US]C. Hiaasen Sick Puppy 285: Customers who believed they’d been gypped, deceived, baited, switched or otherwise butt-fucked.
[US]T. Dorsey Riptide Ultra-Glide 182: I’d be gypping you out of a free self-improvement lesson.

2. (also gip) to steal; to rob from.

[US]O.O. McIntyre New York Day by Day 30 Apr. [synd. col.] In their parlance, they would —‘Gyp’ a man for $50 — that is beat him up.
[US]DN V 24: To gip [...] ‘to swipe’ something.
[UK]E. Glyn Flirt and Flapper 66: Flapper: If you can’t get out of a jam you’ll be gypped [...] stung.
[US]Ersine Und. and Prison Sl.
[US](con. early 1930s) C. McKay Harlem Glory (1990) 51: They were gypped so often [...] The women had their bags rifled and some of the men lost their expensive overcoats.

3. to disappoint.

[US]E. O’Neill in Bogard & Bryer Sel. Letters (1994) 312: I always found that men and women knew they could trust me so they never gypped my trust in them.
[US]Ade Old-Time Saloon 16: Why go to a lot of trouble in order to be gypped?

4. to play truant from school.

[US]E. Thompson Garden of Sand (1981) 207: So the very next time you gyp school, Dan Carrier’s going to come to get you. [Ibid.] 350: Two girls gypping school giggled in, silly with guilt and freedom.