Green’s Dictionary of Slang

1. (also dry rub) a simulated act of sexual intercourse, without penetration and usu. without removing the clothes.

c.1930		(ref. to late 19C) N. Kimball Amer. Madam (1981) 231: The johns got a dry rub standing up.
c.1935		‘Betty Co-Ed’ [comic strip] in B. Adelman Tijuana Bibles (1997) 58: Dry fuck ... 50$.
1939		H. Miller Tropic of Capricorn (1964) 104: Maybe you’ll [...] get a dry fuck.
1950		Goldin et al. DAUL 63/1: Dry rub. (P) Body contact, in wrestling or ‘horseplay,’ patently homosexual.
1966		Trimble 5000 Adult Sex Words and Phrases.
1970		G. Cain Blueschild Baby 184: Held someone close, female breasts stabbing, pelvis extended, dry fuck, whisper in ear, moist tongue.
1985		‘Thommo’ Dict. Aus. Swearing & Sex Sayings 38: DRY FUCK — Usually relates to adolescent teenagers who [...] [n]ot having experienced sexual intercourse previously, they will frantically rub their genitals together causing a spontanious, uncontrolable orgasm in their pants.

2. in fig. use, something tedious or disappointing.

1945

T. Williams Letters 177: If only Margo could get something of this quality into ‘The Project’ [...] It is a dry fuck, really [HDAS].

3. (gay) anal intercourse without any form of lubricant.

1979		Maledicta III:2 231: He also may or may not know the following words and expressions: [...] eye-doctor (where eye = anus), dry fuck (without penetration, or without KY or other lubricant such as vaseline or Crisco – mostly for fist-fucking).
2003		K. Cage Gayle.