I would be surprised if many hobbits (outside those who had connections in Buckland) had ever crossed the Brandywine river. In the discussion in the Ivy Bush Tavern, both Daddy Twofoot and Gaffer Gamgee mention that it is queer folk who live in Buckland. I would suggest that this sort of prejudice was formed through not having met any Bucklanders, supporting the idea that very few hobbits would have crossed the Brandywine, not just limited to Fatty Bolger.
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