Green’s Dictionary of Slang

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

1926		in E. Wilson Twenties (1975) 186: Charity-ass, eh? — Gives it away!
c.1935		Bellyhoo [comic strip] I’d rather sew my cunt up than be ‘charity ass.’.
1952		(con. 1920s) ‘Harry Grey’ Hoods (1953) 112: Not bad for the little business woman, especially for a former Delancey Street piece of charity ass.

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

1916		H.N. Cary Sl. of Venery I 43: Charity cunt — A woman who distributes her favors without price.
2002		www.worldofhardcore.com 🌐 Pookie’s Charity Cunt — Pookie gives amateur pics to the porn needy.

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

1949		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.
1950		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’.
1960, 1975		Wentworth & Flexner DAS.

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

1972		J.H. Shannon Orphan 220: ‘I don't like either end of a charity fuck’.
1978		J.D. Macdonald Empty Copper Sea 47: [T]he awkward union which he terms ‘the charity fuck’.
1998		P. Doyle (con. late 1950s) Amaze Your Friends (2019) 172: ‘You going to throw me a charity fuck?’ ‘Would that be so bad?’.
2006		D.S. Joseph et al. Gigolos Get Lonely Too 217: ‘If that ain’t a charity fuck, I don’t know what is’.
2017		T. Pluck Bad Boy Boogie [ebook] ‘Don’t act like you conquered me. That makes it a pity fuck’.

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

1916		H.N. Cary Sl. of Venery.
1921		H.B. Woolston Prostitution in the US 37: The ‘charity girl’ [...] grants her favors in return for entertainment.
1960, 1975		Wentworth & Flexner DAS.
1966		Trimble 5000 Adult Sex Words and Phrases.

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

1966		R. Giallombardo Gloss. in Study of a Women’s Prison 202: Charity Goods. A promiscuous woman, but one who does not practice prostitution.
1972		B. Rodgers Queens’ Vernacular 43: Charity goods [stuff] male prostitute who doesn’t get paid for his service; a hustler who gets hustled.

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

1962		C. Rohan Delinquents 104: ‘Remember,’ she warned, ‘If the cops spring you here, I know nothing and no charity moll capers with my men.’.
1967		‘Whisper All Aussie Dict.’ in Kings Cross Whisper (Sydney) xxxiii 4/3: charity moll: A female frowned upon by the professionals.
1982		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.
1996		(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.

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

1861

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

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

1950		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.’.
1972		B. Rodgers Queens’ Vernacular 43: Charity goods [stuff] male prostitute who doesn’t get paid for his service; a hustler who gets hustled.
1979		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.

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

1971

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

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

1880		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.
a.1883		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.
1891		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.
1892		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.

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

1972		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.
1977		S. Stallone Paradise Alley (1978) 130: That’s right ya maggots, I ain’t no charity case!!!

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

1978		J.D. Macdonald Empty Copper Sea 47: He described the awkward union which he terms ‘the charity fuck’.
1986		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.’.
1990		L. Mass Dialogues of the Sexual Revolution 59: Well, they took tremendous resentment to my use of the phrase ‘charity fuck’.
1997		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.
2006		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.

2000

‘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.