JavaScript (Node.js), 135 bytes

x=>!!x&&(t="Ah, I see you're a Man of Culture as well.".replace(/./g,c=>c>' '?/^(.)\1/i.test(c+x)?(x=x.slice(1).trim(),c):'-':c),!x&&t)

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JavaScript (Node.js), 135 bytes

x=>!!x&&(t="Ah, I see you're a Man of Culture as well.".replace(/./g,c=>c>' '?/^(.)\1/i.test(c+x)?(x=x.slice(1).trim(),c):'-':c),!x&&t)

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If "may" mean either do or not do is okay, then

JavaScript (Node.js), 106 bytes

x=>x&&(t="Ah, I see you're a Man of Culture as well.".replace(/./g,c=>c==x[0]?(x=x.slice(1),c):'-'),!x&&t)

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