The last time I was inside a woman was when I went to the Statue of Liberty.

This line is a characteristic Woody Allen one-liner built on sexual self-deprecation and a sudden shift to an absurdly literal image. The speaker implies sexual failure (“the last time I was inside a woman…”) and then undercuts the expectation with a tourist anecdote about entering the Statue of Liberty, a feminized national symbol. The joke hinges on incongruity—conflating intimacy with sightseeing—and on Allen’s recurring comic persona: neurotic, insecure, and sexually frustrated. It also lightly satirizes American iconography by treating a revered monument as a punchline, using taboo-adjacent phrasing to provoke laughter through surprise and embarrassment.