Green’s Dictionary of Slang

pickle n.

1. [18C–early 19C] a state of drunkenness.

2. [late 18C–19C] a difficult, troublesome person, often a child but by no means invariably; ‘an arch, waggish fellow’ (Grose, 1785); also an amusing individual.

3. [mid–late 19C] (also dead pickles) in pl., nonsense, rubbish.

4. [1940s+] (orig. US) the penis; thus pickle lugger, as a term of abuse, a masturbator [resemblance to a pickled gherkin].

5. [1950s–70s] a woman of a sour, unpleasant disposition [play on SE pickle, i.e. something/someone ‘sharp’].

In compounds

pickle-chugging (n.) [chug v.1 (1)]

[1990s+] (US gay) male homosexual fellatio; thus pickle-chugger, a fellator.

pickle-kisser (n.)

[1990s+] a male homosexual.

pickle parlor (n.)

a bar.

In phrases

paddle the pickle (v.) [SE paddle, to beat with a paddle]

[1960s+] to masturbate.

pump one’s pickle (v.)

[1970s–80s] to masturbate.

SE in slang uses

In compounds

pickle-jar (n.) [the yellow colour of some pickles]

[mid-19C–1900s] a coachman with a yellow uniform.

In phrases

and no pickles

[late 19C] without a doubt.

in pickle (adj.) [the contemporary cure for VD, which involved sitting in a ‘sweating tub’]

[late 16C–18C] venereally diseased.