Green’s Dictionary of Slang

lily n.

also lil, lilly

1. the symbolic purity or innocence of the flower.

(a) [mid-19C–1950s] (US) anything or anyone remarkable or particularly outstanding.

(b) [1900s–60s] (US Und.) a gullible person.

(c) [1920s–30s] (US) a virgin.

2. [1910s–20s] a livid bruise.

3. the whiteness of some varieties of the flower.

(a) [1910s–60s] (US) usu. in pl., a white person’s hands; thus lily-presser, a handshaker.

(b) [1960s+] (US black) a white person [SE lilywhite. Note 14C SE lily, a person or thing of exceptional whiteness, fairness or purity].

4. the implicit ‘femininity’ of flowers.

(a) [1920s+] a derog. term for an effeminate man or a homosexual, esp. one who fears to reveal his sex life; also used by homosexuals.

(b) [1930s] the queen in cards.

(c) [1950s–80s] (camp gay) a proper name used for a variety of camp nicknames.

5. [1940s+] (US) a penis, usu. with ref. to urination or masturbation.

6. [1990s+] (US black) the vagina, esp. when loose.

7. see lily law n.

8. see lilywhite n. (2)

9. see lilywhite n. (6)

In compounds

In phrases

drain one’s/the lily (v.)

[1940s] to urinate.

shake the dew off one’s/the lily (v.) (also knock the dew off the lily, shake the dew off one’s wienie)

[1940s+] to urinate.

wave the lily (v.)

[1970s+] (US) of an exhibitionist, to expose and wave one’s penis.