There was an undertaker who bootlegged near where I grew up.
Local folklore is he stashed some of his booze bottles under the deceased layed out in their caskets.

Many small store owners used to bootleg. I recall going into one and the soft drink machine was stacked with beer, not Pepsi or Coke.

Punch boards punchboard

were illegal,but often stored under the counter at these small country stores, if you asked. One store owner I recall gave locals the option of cash or beer as a prize if you punched out a winning number.

In Charlottetown PEI, if you wanted a bottle after-hours, a call to a taxi stand would bring a bottle or case of beer directly to your door.