I agree with AO1501 with the binary questions. I ask them all the time myself. I noticed that I did this about 6 months ago but I think I've done it for a long time before that without knowing. I don't know why I do it either. Not many people ask me binary questions which doesn't bother me so much, but it's the easiest way I've found to ask my own questions to others.
I don't like open-ended questions either, but the reasons I don't like them depend on the situation.
If someone asks "How was your trip?" Well the things I really enjoy in a lot of trips are different from the things a lot of other people like. Do you really want me to tell you about that interesting sound I heard or the wild musical idea I had while doing activities x y and z? Or are you asking for something more generalized? Or are you asking about something specific but not telling me what that specific thing is, and hoping I'll know? And when someone says they're just asking about everything, that doesn't help me because I still fear they won't be interested in what I have to say. Naturally I don't have this problem with people I can relate to, like friends who I know well enough to make pretty good guesses about what they'd be interested in hearing about.
In academic settings it becomes more serious, and as a child my teachers used to marvel at how poorly I could explain certain things or understand the real point of a question. Another problem was that in math or history or any other class really, when they ask you to define a solution to a problem, or to outline or infer a chain of events, well that can be hard enough for me sometimes depending on what it is. Then they ask you to explain how you got there. I understand that in some cases anyway, the answer you give doesn't matter as much as the validity of the explanation you use to back it up, but the trouble is that even if I know the correct answer, say, to a math problem, I have difficulty explaining it, and sometimes if I find it too intuitive I completely forget how I got there but I still believe my answer is correct. I think that's something that a lot of aspies struggle with if they find something too intuitive. I once saw a documentary about a 13-year-old aspie who had the exact same struggles in his own math class (math was his special interest). I think the documentary was called Growing Pains of a Teenage Genius.
And in professional settings like job interviews, well in order to answer the open-ended questions there or in any other professional setting, I'd have to rehearse, and know what answers the interviewer would find interesting so that I have a chance at getting the job. The only answers I find intuitive are honest ones, and sadly that seems to be an unsatisfactory approach for me, since I am very reserved, even pessimistic. I'm sure most people wouldn't want to hire me if I seemed nervous about being able to perform this or that task. I wish I were the outgoing confident person who is going to stride out into the big wide world ready to handle anything, because it seems that it's those people who attract interest from others, not just in jobs but in life too.