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It is common for fiction writers in English to try to use the forms people use when they speak rather than the "correct" forms. "Real proud" is fairly informal, but not uncommon in speech. "Shoulda"...

My Russian is terrible, so I don't know if someone said this already in Russian, but "baddest apple" is almost certainly related to the English proverb: "a bad apple spoils the whole barrel". We talk...