What is the origin of pitching woo?

Answer 1

The phrase "pitching woo" originates from the 19th-century American slang, where "woo" referred to courting or romantic pursuit. The term "pitch" in this context implies making an effort or attempt, particularly in a playful or persuasive manner. It likely evolved from the idea of "pitching" a proposal or an appeal to win someone's affection. Over time, it became a colloquial expression for the act of flirting or seeking romantic interest.