In this context, "shooting your shot" means taking a chance on someone you're attracted to, whether it's asking them out, flirting, or making your feelings known.
He saw her across the room and decided to shoot his shot by asking her to dance.
Context matters in English because the meaning of words can vary based on the surrounding words, phrases, or situation. Words often have multiple meanings, and the intended sense becomes clear through the context in which they are used.
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