Smettila di provarci con lei.

Translated as “Stop picking on her.” Seems a better translation would be “Stop hitting on her” Perhaps the Italian should be: “Smettetela di prendervela con lei.”

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I think that you are entirely correct here: you definitely need to convey the flirtatious nature of provarci con lei.

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Slang - definitely the flirtatious form:-) ie Stop trying to get off with her, nothing to do with picking on her.

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