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My all time favourite question I have have been asked was by an American while I was Memphis, Tennessee. A white gentleman, (presumable on both) asked me "Are you one of them American Indians?" To which I answered, No, actually I am from Canada, and I smiled.  He smirked and went on about how never really knew an Indian but he was pretty sure 'They' were good people. I nodded and smiled as my taxi pulled up and I jumped in.
I wish I had stood at that bus depot longer and conversed with him because he appeared harmless and maybe it's a morbid fascination or whatever you want to call it, I like to engage in these types of conversations. I do not antagonize or insult, unless I am having a bad day. I like to let them say what they feel compelled to say to me and a lot of times, if you give them enough time, they bring it around to apologizing to me. I don't have to say anything.
That question was a few years ago, more recent ones I have gotten are:

-How Native are you?
When this one is asked, I always reply with, in what sense do you mean? How much do I see or relate myself to Native culture and such? or Do you qualify my Nativeness according to government standards...

-Why don't you live on a Reserve?  Isn't it cheaper and beneficial for you?
The fact that I work in downtown Vancouver and my reserve is 14 hour drive from here...not really beneficial to commute, hey? Also, I can't just go live on someone elses reserve, there are rules!

-Do you consider yourself 2-spirited?
2-spirited is a word a bunch of straight folks made up to describe gay people. I like the word Gay...It has a nicer ring to it for me.

-Do you know my old class mate from the other side of the country because he is Native too?
Ha! Classic small minded question that I will just leave alone for you to think about.