fist-fuckingn.
/ˈfɪs(t)fʌkɪŋ/, U.S. /ˈfɪs(t)ˌfəkɪŋ/ coarse slang.
1. Male masturbation. Now rare.
ΚΠ
c1890 My Secret Life IX. ii. 50 I expect it is a common enough practice to entitle it to a distinct denomination, like fist fucking (masturbation).
1891 J. S. Farmer Slang II. 402/1 Fist-fucking, masturbation.
1969 Screw 1 Sept. 11 (headline) Fist-fucking.
2. Originally and chiefly U.S. The sexual act or practice (originating among homosexual men) of inserting one's hand or hand and forearm into another's rectum or vagina.
ΚΠ
1972 B. Rodgers Queens' Vernacular 81 FFA, fist fuckers of America, ie those who practice fist-fucking.
1987 R. Shilts And Band played On (1988) ii. ii. 24 ‘It looks like that guy has his arm up the other guy's ass.’.. ‘That's fist-fucking,’ the psychologist said.
1992 Whole Earth Rev. 22 June 94 ‘Is “perineal massage” really fist fucking?’.. ‘Of course.’.. A hand going inside my pussy is..exciting.
1997 L. Yablonsky Story of Junk 39 Her specialty was gay male erotica; the idea of fist-fucking gave her a charge.
This is a new entry (OED Third Edition, December 2003; most recently modified version published online March 2022).
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n.c1890