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1-- Yes
2-- Sort of; the past perfect suggests that they never before did so.
3-- Yes. I suppose the first ‘it’ is ‘enjoying good food’, but that leaves us with the 2nd ‘it’.-- some trouble or hanky-panky assembling the meals? Or maybe Yossarian is talking about some greater truth, like serving in the military.
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Good morning, Mr Micawber. Your comment ‘Or maybe Yossarian is talking about some greater truth, like serving in the military’ made me completely wake up too!