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removed part of quote which was irrelevant to question, and contained possible lashon hora
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In a lecture at YU's Gruss Kollel (I think this one) R. Aaron Rakeffet described how this question was asked by the high school students in the 1960s, and the answers they were given:

I always tell the story of what happened in YU in the early 60s when the rebbeim were set up by the students. Every rebbe got the same question. We were teaching Masechet Kiddushin, I apologize to the ladies here for this example, but it's a true story.

So if you've learned Masechet Kiddushin you know you can marry a woman in three different ways: kessef, shtar, biah. Then you have Perek Sheini – that you can marry her, you can send a shliach to marry her. So very innocently, I get the question, and this goes back maybe to '62 '63, I get the question: "Rebbe, can you send a shliach to be mekadesh a ishah for you al yedei biah?" You follow the question?

So I look at the class, baruch Hashem I had seen chiddushei Torah from R. Shurkin of Chaim Berlin a few weeks earlier, and he asked the very question. And he says over from R. Chaim, and this is typical R. Chaim, there are two different types of acquisition – kinyanim – one kinyan is the universal form: the way I buy a field, the way I buy a car, whatever you can sell, there's universal forms of kinyan. Buying an ishah is no different. But relations between a man and wife by definition is ishut, it's not universal. So when can you make a shliach? When it goes with universal concepts. Just like I can make a shliach, Sam, to buy a car for me, to buy a house for me, I can make a shliach to buy a wife for me. But when it comes to dinei ishut no shlichut is possible. And I gave that answer. And that's R. Chaim.

(My transcription, fillers removed)

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