Might mean (unverified): Playing music joyfully, usually stringed.
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We found one dictionary that defines the word picking and grinning:

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  1. picking and grinning: Wiktionary

Definitions from Wiktionary (Picking and grinning)

noun:  Alternative spelling of pickin' and grinnin' [(chiefly US, music, idiomatic) Vigorous playing of folk or country music on a stringed musical instrument, especially the guitar or banjo, while smiling broadly.]

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