Well, either by my own error or his (probably mine) he couldn't guess George Clooney. I even opened up a wikipedia article about him for fact-checking. I'm sure that I just screwed up in the beginning, since I didn't open the article up till question 8 or so.
He has real issues with marriage for some reason. I said he was married once, so he then asked if he was engaged. And once before that it asked "Does he have a sister?" I answered yes, then the next question was "Does he have a brother or sister." Kinda odd.
EDIT: Jeez, you kiddin' me? He got Tom Nook right! I so thought he wouldn't be able to.