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The following excerpt from William Shakespeare's "Hamlet" might be classified under the literature section of the "What's a Henway" trope:
Hamlet, Act II, Scene 2:
Polonius: What do you read, my lord?
Hamlet: Words, words, words.
Polonius: What is the matter, my lord?
Hamlet: Between who?
Polonius: I mean the matter that you read, my lord.
Hamlet: Slanders, sir: for the satirical rogue says here that old men have grey beards; that their faces are wrinkled; their eyes purging amber and plum-tree gum; and that they have a plentiful lack of wit, together with most weak hams. All which sir, though I most powerfully and potently believe, yet I hold it not honesty to have it thus set down; for you yourself, sir, should be old as I am if, like a crab, you could go backward.
Polonius [aside]: Though this be madness, yet there is method in't. - [to Hamlet] Will you walk out of the air, my lord?
Hamlet: Into my grave?
Polonius: Indeed, that is out o' the air. [aside] How pregnant sometimes his replies are! and a happiness that often madness hits on, which reason and sanity could not so prosperously be delivered of. I will leave him and suddenly contrive the means of meeting between him and my daughter.[to Hamlet] - My honorable lord, I will most humbly take my leave of you.
Hamlet: You cannot, sir, take from me anything that I will more willingly part withal - except my life, except my life, except my life.
This is the same trope as Duck!.
Seems fairly similar, indeed. I'll bring it up.
This trope is not just for any dialogue leading to a pun. None of these examples really fit the format, and many of the other examples probably don't:
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How well does it match the trope?