Green’s Dictionary of Slang

charity n.

(Aus.) a promiscuous woman or gay man, who ‘gives it away for free’.

[US]M. West Sex (1997) I ii: I’ll get even with you, you dirty charity, I’ll get even.
[US](con. late 19C) H. Asbury Barbary Coast 258: Occasionally a respectable woman came through [...] on a slumming tour [...] the prostitutes greeted her with ribald jeers and curses, and cris of ‘Look out girls, here’s some charity competition!’ and ‘Get some sense and quit giving it away!’.
[US]B. Rodgers Queens’ Vernacular.

In compounds

charity ass (n.) [ass n. (3)]

a woman who ‘gives it away’; thus sexual intercourse for which no payment is expected.

[US] in E. Wilson Twenties (1975) 186: Charity-ass, eh? — Gives it away!
[US]Bellyhoo [comic strip] I’d rather sew my cunt up than be ‘charity ass.’.
[US](con. 1920s) ‘Harry Grey’ Hoods (1953) 112: Not bad for the little business woman, especially for a former Delancey Street piece of charity ass.
charity cunt (n.) [cunt n. (2)]

(US) a promiscuous woman who ‘gives it away for free’.

[US]H.N. Cary Sl. of Venery I 43: Charity cunt — A woman who distributes her favors without price. 🌐 Pookie’s Charity Cunt — Pookie gives amateur pics to the porn needy.
charity dame (n.) [dame n.]

(Aus.) a promiscuous woman who ‘gives it away for free’.

[Aus]Truth (Sydney) 24 July 12/2: Down at the ’Loo there seems to be a keen differentiation between what are known as ‘charity dames’ and what are known as ‘professional dames’ If you're a ‘charity dame’ you entertain your men friends purely for love and accept nary a penny for your favors.
[Aus]Truth (Sydney) 23 July 47/1: Take, for instance, the night that a couple of ’Loo ladies appeared out side 271 Liverpool St. and one started yelling ‘charity dames’.
[US]Wentworth & Flexner DAS.
charity fuck (n.)

(Aus.) an act of sexual intercourse with no emotional/sexual involvement but offered out of kindness.

[US]J.H. Shannon Orphan 220: ‘I don't like either end of a charity fuck’.
[US]J.D. Macdonald Empty Copper Sea 47: [T]he awkward union which he terms ‘the charity fuck’.
[Aus]P. Doyle (con. late 1950s) Amaze Your Friends (2019) 172: ‘You going to throw me a charity fuck?’ ‘Would that be so bad?’.
[US]D.S. Joseph et al. Gigolos Get Lonely Too 217: ‘If that ain’t a charity fuck, I don’t know what is’.
[US]T. Pluck Bad Boy Boogie [ebook] ‘Don’t act like you conquered me. That makes it a pity fuck’.
charity goods (n.)

(US gay) a promiscuous woman or a male prostitute who gives sex but does not get paid.

[US]R. Giallombardo Gloss. in Study of a Women’s Prison 202: Charity Goods. A promiscuous woman, but one who does not practice prostitution.
[US]B. Rodgers Queens’ Vernacular 43: Charity goods [stuff] male prostitute who doesn’t get paid for his service; a hustler who gets hustled.
charity moll (n.) [moll n. (1)]

(Aus.) an amateur prostitute, or a professional who undercuts her peers.

[UK]C. Rohan Delinquents 104: ‘Remember,’ she warned, ‘If the cops spring you here, I know nothing and no charity moll capers with my men.’.
[Aus] ‘Whisper All Aussie Dict.’ in Kings Cross Whisper (Sydney) xxxiii 4/3: charity moll: A female frowned upon by the professionals.
[Aus]N. Keesing Lily on the Dustbin 41: A ‘charity moll’ is the equivalent of a World War II ‘EA’ or ‘enthusiastic amateur’: a promiscuous woman whose sexual favours are theoretically not available for sale [She] barters herself, instead, for presents, dinners, theatre and show tickets.
[Aus](con. 1964-65) B. Thorpe Sex and Thugs and Rock ’n’ Roll 2: That June of ’63 King’s Cross was [...] brothels, hookers, pimps, hoons, charity molls, spruikers, toffs, chats, mooks, lairs, mugs, phizgigs, drag queens, straights, shines, bent cops, [...] tea leaves, neon, glitz.
charity piece (n.)

(US) an amateur prostitute, who ‘gives it away for free’.

[US]N.E. Police Gaz. (Boston, MA) 5 Oct. 5/1: George Gouch was in a drinking saloon [...] Saturday night, with a ‘charity piece’.
charity stuff (n.)

usu. of a male or female prostitute, sex for which one does not get paid; occas. the person themselves.

[US]Goldin et al. DAUL 42/2: Charity stuff. A promiscuous woman. ‘She’s a funny dame. She done three bits (prison sentences) for boosting (shoplifting) but she won’t hustle (practice prostitution); strictly charity stuff.’.
[US]B. Rodgers Queens’ Vernacular 43: Charity goods [stuff] male prostitute who doesn’t get paid for his service; a hustler who gets hustled.
[US]Maledicta III:2 231: He also may or may not know the following words and expressions: [...] candy (receiver), catch (prison pitcher and catcher), charity stuff (give it away), cheeks.
charity worker (n.)

(US) a promiscuous woman who ‘gives it away for free’.

Rader Government Inspected 13: I ain’t no charity worker, dummy [HDAS].

SE in slang uses

In compounds

charity bob (n.)

a form of quick curtsy peculiar to charity-school girls.

[UK]Morn. Post (London) 3 Nov. 4/2: We stick to our letters, are polite to our betters, / And our manners we show by our charity bob.
[UK]Sporting Times 3 Feb. 2/2: A little mite about eighteen inches high on the O.P. side wins loud applause for her correct rendering of the charity bob.
[UK]Globe (London) 25 June 6/5: One or two ladies, instead of the correct charity bob which is the orthodox homage to our English royalties, thought a friendly nod sufficient.
Dublin Dly Exp. 7 Jan. 5/6: [A] little Irish peasant [...] drops little charity bob to her host and hostess, having evidently been trained in appropriate form of greeting.
charity case (n.)

an older sexual partner whose needs are gratified by a young man or woman out of kindness rather than desire.

[US]B. Rodgers Queens’ Vernacular 43: charity case (pej) one who has a hard time finding a trick due to untidiness or a questionable mental condition. One sleeps with a charity case out of pity rather than out of desire.
[US]S. Stallone Paradise Alley (1978) 130: That’s right ya maggots, I ain’t no charity case!!!
charity fuck (n.) (also pity fuck) [fuck n. (1a)]

1. an act of sexual intercourse engaged in out of pity.

J.D. Macdonald Empty Copper Sea 47: He described the awkward union which he terms ‘the charity fuck’.
G.V. Higgins Imposters 345: ‘Is this a charity fuck?’ he said. ‘I don’t want one of those.’ ‘For you it may be,’ she said. ‘Not from my side.’.
L. Mass Dialogues of the Sexual Revolution 59: Well, they took tremendous resentment to my use of the phrase ‘charity fuck’.
[US]G. Sikes 8 Ball Chicks (1998) 125: A pity fuck, really. He was being dissed by all the chicks an I felt sorry for him and I said I’d fuck him.
F. Weldon What Makes Women Happy 203: When you overhear some young man, rightly nervous about his sexual prowess, talk about ‘a charity fuck’ and you realize he means you.

2. fig. use of sense 1.

[US]‘Goat’ Laven Rough Stuff xix: Thanks, but I don’t want to receive my civil rights as a charity fuck bequeathed on me by my genetic superiors.