Green’s Dictionary of Slang

whitewash v.

1. to free oneself of debts by becoming a bankrupt; thus n. whitewasher.

implied in whitewashed adj.
[UK]Foote The Bankrupt II ii: Pass’d a few necessary notes to get him number and value, white-wash’d him, and sent him home to his wife.
[Ind]Hicky’s Bengal Gaz. 1-8 Sept. n.p.: White-wash and black-ball is the present Calcutta system.
[UK]G. Colman Yngr Heir at Law I ii: A bankruptcy, I warrant; and he is come up to town to whitewash.
[UK][C.M. Westmacott] Mammon in London 1 309: [H]e had just got white-washed and [...] did not care a straw for a creditor’s black looks.
[UK]Egan Bk of Sports 99: The unthinking dashing sparks whitewash their long accounts for twist, tape, and buckram.
[UK]‘Alfred Crowquill’ Seymour’s Humourous Sketches (1866) 21: Ven some people’s husbands is vite-vashed, their purses ain’t less .
[Aus]Sydney Herald 31 Jan. 2/1: [U]nder the old Insolvent Law [...] the vilest scoundrels in the country ‘whitewashed’ themselves, (as they call it in their blackguard slang); and were cheered by their evil compeers.
[UK]London Life 14 June 7/1: ‘Shylock's Scavenger,’ [...] who, after he has shorn him of all the wool he has got, and plucked him of every feather he has to fly with, will whitewash him all over.
[UK]Sporting Times 14 Mar. 6/3: Harry Marks’ virtuous indignation on the subjett [sic] of financial whitewashing [...] was a trifle too rich.
[UK]Daily Tel. 22 May 7/3: I had not followed the case closely, and did not know that he was an undischarged bankrupt. Mr. White had whitewashed him [F&H].
[Aus]Sun. Times (Perth) 11 Aug. 1/1: Rubbed-out unregistereds decline to mix with the whitewashers.

2. (UK und.) to daub with whitewash a brothel customer who defaulted on payment .

[UK]Pierce Egan’s Life in London 25 Mar. 902/2: [I]t was the practice, in those houses, if a gentleman refused to pay the demand made upon him, to dip a brush in. a qantity of whitening and water, and daub his clothes all over with it. It was only a fortnight ago when a gentleman [came] in a shocking pickle, to complain of being white-washed at a Brothel [...] in consequence of having [...] ‘bilked’ one of the girls.

3. (orig. US) to win or defeat decisively.

[US]Nat. Police Gaz. (NY) 23 Oct. 14/2: Boh Ferguson is going to whitewash Storey and put him among his collection of Indians.
[US]Van Loan ‘The Cast-Off’ in Big League (2004) 48: When he was seventeen years of age he was white-washing semi-pro organizations.
[Aus]Sydney Morn. Herald 15 Aug. 6/4: Waverley Deafeated. Marrickville ‘White Washed’ [...] The latter surprised Marrickville by recording a ‘whitewash’ against it.
People’s Rev. Nepal 11–17 Dec. 🌐 Pakistan won the first one-day by 3 wickets, second one-day by 124 runs, third by 51 runs and fourth by 7 wickets at their home ground. Pakistani team performed excellent cricket to whitewash the series 5–0.

4. in sexual contexts [the whiteness of the semen].

(a) to ejaculate, to discharge semen, thus whitewasher, one who ejaculates, i.e. a male sexual partner.

[UK]‘Bumper Allnight. Esquire’ Honest Fellow 9: His meddlesome squirt shall whitewash you each bout.
[US]N.E. Police Gaz. (Boston, MA) 12 Oct. 5/3: Mary Graham was weeping [...] for her lover [...] Can’t some moak whitewasher or other console her?
[US] in E. Cray Erotic Muse (1992) 280: What could be sweeter as I played with my peter / And white-washed her big red rose?
‘T. Everts’ Hard Ten 46: As his first monumental spurt flashed between their sweaty bodies, his asshole convulsed and that was all it took to trigger Barry’s ejaculation. A literal fountain of simmering, sparkling semenic starch bombarded Per’s spastic sheath, spraying and whitewashing the anguished walls with slippery balm.

(b) to have sexual intercourse.

[US]Trimble 5000 Adult Sex Words and Phrases.

(c) (US gay) to lick the anus.

[US]B. Rodgers Queens’ Vernacular 172: to lick or suck anus [...] white-wash [the back forty].

In phrases

whitewash someone’s kidneys (v.)

(Aus.) to have anal intercourse.

[Aus]‘No. 35’ Argot in G. Simes DAUS (1993).
[Aus] J. Louie in OutRage (Melbourne) Dec. 19/1: ‘Off to whitewash a kidney or two, eh kid?’ Alfie will call out down the stairs when Cliff goes out of the house of an evening [...] Swiss Alfred is well versed in the argot of Long-Bay. The first time Cliff heard this particularly purple phrase, he was stopped dead in his tracks in shock, caught fleetingly in the vestiges of a Catholic past.
Dick Nasty ‘Bio’ at dicknasty.live.com.au 🌐 The throbbing (and I do mean throbbing) bass skills of Lucas James Brown aka ‘the intellectual’, will have you wishing you’d stuck to learning the recorder in primary school. While Cuffy’s apocalyptic rhythms will whitewash your kidneys in eight bars or less.
whitewash someone’s tonsils (v.) (also massage someone’s tonsils)

(US) to ejaculate in someone’s mouth, following fellatio.

‘D. Temple’ Pacific Phallusades iii 49: I was just about ready to white-wash your tonsils, buddy. Don’t tell me you won’t take it!
[US]‘Iceberg Slim’ Airtight Willie and Me 77: He [...] most likely had massaged her tonsils with his swip [sic] to cop legal pimp title.