Green’s Dictionary of Slang

1. to cheat, to swindle.

1931		J.T. Farrell ‘Big Jeff’ in Short Stories (1937) 50: Big Jeff . . . gyping . . . pimping . . . rimming.
1933		J.T. Farrell ‘Wedding Bells Will Ring’ in Short Stories (1937) 203: ‘How does that Silver toothpaste go here?’ ‘Lousy. I got five left out of the half dozen you rimmed me into taking.’.
1949		Monteleone Criminal Sl. (rev. edn).

2. (usu. gay, also rim out) to stimulate the anus with the lips and tongue; thus rimming, the action of this licking [var. ream (out) under ream v./SE ream, to stretch, to scrape out].

1926		S. Kahn Mentality & Homosexuality 127: ‘“Rim each other” is a combination, oral and rectal homosexual act’ [Simes:DLSS].
1949		‘Swasarnt Nerf’ et al. Gay Girl’s Guide 14: rim: To lick one’s partner’s anal opening as the extreme expression of love, adoration or masochism.
1959		W. Burroughs Naked Lunch (1968) 101: Suppose it was your mother, rimmed by resident leaches.
1965		Auden ‘The Platonic Blow’ in Mills (1983) 324: ‘Shall I rim you,’ I whispered.
1970		San Diego Sailor 61: I [...] let my tongue run over and under his balls, until I’d worked down far enough to rim him.
1972		‘B. Farout’ Fresh from Farm 32: [Rags] was jacking him off as he rimmed him out good [Simes:DLSS].
c.1975		S. Kimball She Never Says No 🌐 From time to time, he would take his tongue out of her cunt hole and tweak her clit with his tongue. ‘Oh, that cream-cheese pussy,’ he sighed. ‘I have to rim your ass,’ he said, as he stopped muffing her.
1978		L. Kramer Faggots 31: Dinky Adams’s ass was the first ass Fred had ever rimmed.
1985		K. Vacha Quiet Fire 45: We fucked, we sucked, I don’t think we rimmed.
1985		W. Leyland (ed.) Orgasms 37: I did not rim him out, but did kiss around his ass [Simes:DLSS].
1987		‘Victoria Parker’ Pay for Play Cheerleaders 🌐 He spiked his tongue into her asshole [...] rimming her with professional perfection, as if she’d sat down on a high-speed drill. The tingle vibrated through her and sent the pretty schoolgirl into a realm of pure pleasure.
1993		I. Welsh Trainspotting 228: We’d throttle the life oot ay each other fir the privilege ay rimmin some English aristocrat’s piles.
1999		Guardian 24 Feb. 3: Nathan doesn’t even know what ‘rimming’ is yet.
1999		J. Russell Booty Boys 58: [E]nthusiastically rimming Banji-B’s beefy brown butt with moist, parted lips [Simes:DLSS].
1999		Guardian Weekend 21 Aug. 5: I was caught by all my friends and family rimming the vicar in the vestry. I’m joking – we were just kissing.
2000		Guardian G2 1 May 22: There were no scenes of underage rimming in last night’s episode.
2005		E. White My Lives 237: The only position T feared with me was being rimmed.
2010		R.R. Rao Hostel Room 131 100: Sudhir, as he was being rimmed, asked his slave the question [etc] [Simes:DLSS].
2012		(con. 1980s) I. Welsh Skagboys 253: If ah’d bin rimmin the fucker aw night thaire couldnae be a worse taste in ma mooth.
2015		‘Chelsea G. Summers’ in Vice 10 June 🌐 My tongue, flat as a trowel, cleaved to his asshole. In the parlance of the time, I ‘rimmed’ him, and he liked it.