A Pickle Run is when a couple of Italian guys get together to take part in some illegal activity. The activity usually involves some kind of contraband. The reasoning behind the name " Pickle Run " is that, back in 1927, a guy by the name of Joseph Luco was selling bootleg pickles on the docks of Brooklyn, NY.
Hey, did you hear that Frankie from Tottenville got hemmed up last night? I guess his Pickle Run was cut short by some Road Bandit. Joey told me he's now swimming with the fishes.
by A black guy with aids January 11, 2026
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