In the uk if someone doesn't buy a round of drinks in the pub they are ostracized. To keep someone on their toes means to do certain things to make sure that person isn't getting too relaxed or isn't getting complacent. If you overhear martin saying some shit about your nan it means she's probably criticizing her back which is basically criticizing yourself. You can genuinely get killed for being tight fisted and stingy like Ebenezer Scrooge from Charles Dickens' Christmas Carol who pays his workers almost nothing because he's so tight.

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