Green’s Dictionary of Slang

1. (also butt-bang, buttfucking) an act of anal intercourse, thus one who is sodomised, also used as an insult.

1971		Dahlskog Dict. Contemp. [...] Usage 11: Butt fuck, v. .. To engage in anal intercourse.--[also] n.
1981		R.O. Butler Alleys of Eden (1991) 147: Well-hung males looking for a fix or a butt fuck.
1984		J. Segal Sex Lives College Students 490: I think about butt-fucking her all the time [Simes:DLSS].
1985		R. Winter Surfer Sex 13: ‘He said you was the best butt-fuck he ever had’ [Simes:DLSS].
1989		J. Morton Lowspeak.
1989–2003		R.O. Scott Gay Sl. Dict. 🌐 anal intercourse: [...] Syn: butt-bang; butt-fuck.
1990		Spears Forbidden Amer. Engl. 5: ‘He looks like a choir-boy, but he’s a butt-fuck from way back.’ [Ibid.] ‘Get outa here, butt-fuck!’ [Simes:DLSS].
1998		‘Bill E. Goodhead’ Nubile Treat 🌐 The butt-fuck that her mother had gotten was nice, and she was eager to receive the same thing from her father.

2. a tedious piece of work, i.e. pain in the arse n. (3)

1986		L. Heinemann Paco’s Story (1987) 129: Work’s work, but I tell you from the bottom of my heart that Iwo Jima was a sloppy, bloody butt-fuck.
1993		B. Moore Lex. of Cadet Lang. 68: butt fuck2 [noun] a severe, onerous, or thoroughly disagreeable task.

3. a disaster, a piece of victimization.

2005		D. Vandenberg Iron Circle 157: A 2REP legionnaires’ [sic] life, I was quickly discovering, was one long, ugly butt-fuck without privacy or freedom.
2011		J.J. DeCeglie Drawing Dead [ebook] And there it goes again, on and on, the bedlam of [...] the invariable buttfuck.

4. in attrib. use of sense 1.

1994

Picture (Sydney) 1 June 40/4: With all the hundreds of butt-fuck flicks around at the moment, it’s amazing porno starlets’ smoos haven’t shrivelled up through lack of use.