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I'm getting this from my Gpop and pop, but a shoebie is a South [Jersey Shore] expression to describe the day-trippers from Philly and NYC that would [ride the train] "down the shore" for the day or weekend and bring everything in a shoebox. Since the [original poster] used "shore" in their definition they too are probably from the South Jersey area. The trains that brought the shoebies down the shore, nor the expression shoebie, are heard much any more so its kind of cool that the expression lives on as a slightly derogatory expression for an inapproprate and unwanted tourist!
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