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That night, a woman named Maria slid into the booth across from him. She was 67, a retired librarian who had transitioned in the 1980s. She didn’t ask Leo his pronouns or his history. She simply asked, “Are you new here?” and pushed her milkshake toward him.

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As transgender visibility exploded in the 2010s (thanks to figures like Laverne Cox, Janet Mock, and the Transparent era), the conversation pivoted. That night, a woman named Maria slid into