Apples to Apples and Monopoly

“He once had an awkward moment, just to see what it felt like.” –Dos Equis The Most Interesting Man in the World
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Here is what I could consider an awkward moment: Being asked a question and being unsure if it is hypothetical or not; or, thinking the question is hypothetical when the person is expecting an answer.
A few years ago in my residency I was working with a doctor. He was telling me about someone he did not get along well with. He told me, “He’s a game player, you know.(?)” I, trying to be agreeable (man, it seems like I do that a lot), nodded and smiled, probably with an “um hmm.”
It caught me off guard when he said, “Yes, yes he is. And Erin, what’s his game?” That’s what I get for trying to seem understanding. I felt like I was digging myself out of a deep hole. I wanted to say, “Monopoly?” Instead, I said, “He’s… manipulative…?”
I think that was a generic enough answer to get me by. That one caught me off guard. I still makes me laugh to think about it. I’m still not sure the “right” answer.
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My husband likes to ask hypothetical questions. Except he usually wants an answer. I feel a little off guard when he says something like his favorite, “How do you like them apples?” and I can tell he is waiting for a response. I don’t usually know what I think of “them apples.”  I guess the thing about hypothetical questions is, they usually don’t have a good answer and they often don’t have an answer, period. And if they did, I think you usually know the answer: I don’t think people usually like the apples.

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So, how do you like them apples?
Better than granny smith but not as well as honey crisp.