Green’s Dictionary of Slang

two-way adj.

(US) duplicitous.

[SA]L.F. Freed Crime in S. Afr. 106: A ‘two-way guy’ or a ‘gonsil’ is a treacherous person.
[US]A.S. Fleischman Venetian Blonde (2006) 234: You cheap, two-way sonavabitch. You think I don’t know.

Pertaining to sexuality

In compounds

two-way girl (n.) (also two-way bitch, two-wayer)

a woman who is amenable to vaginal and anal or vaginal and oral intercourse.

[US]D. Maurer ‘Prostitutes and Criminal Argots’ in Lang. Und. (1981) 117/2: two-way girl. A prostitute who takes intercourse normally or through the mouth.
[US](con. 1937) C. Chessman Cell 2455 96: He narrated, in elaborate detail, how he converted them into ‘two-way bitches.’.
[US](con. 1930s) Murtagh & Harris Cast the First Stone 198: The two-girl houses gave [customers] a choice between a blonde and a red-head [...] both of them played up as ‘two-wayers’ who would meet all requests.
two-way man (n.) (also two-way artist)

a male prostitute who is willing to act as passive or active partner in sodomy or fellatio.

[US] Transcript Foster Inq. in L.R. Murphy Perverts by Official Order (1989) 11: ‘Galli Gurci,’ was a ‘two-way artist,’ who ‘could be screwed in the rectum and also took it in the mouth.’.
[US]G. Legman ‘Lang. of Homosexuality’ Appendix VII in Henry Sex Variants.
[US]Guild Dict. Homosexual Terms 46: two-way man (n.): A male prostitute who, if heterosexual, will turn over, after fellation, and allow himself to be pedicated; and, if homosexual, will also perform fellation.
[US]B. Rodgers Queens’ Vernacular 112: Hustlers too have their sexual proclivities: a goofer (’40s) [...] allows only his cock to be the currency of sexual sale, while a two-way man is obviously more flexible.