I'm still kind of getting use to this whole online dating thing, but I recently had a match close on me after I sent her the following questions...
If you could be stranded anywhere in the world for a month with another person, where would it be and who would you feel the most comfortable with; the most uncomfortable?
What do you find yourself being the most curious about in life or the world? For instance, something that you heard about and you just had to know more until you felt satisfied that your curiosity no longer ailed you?
They say life is about simple pleasures, what is your simplest pleasure, and how does it make you feel?
I though they were pretty straight forward, but apparently I had offended her or something; are these questions really that offensive, or are they just weird?
Good idea. However, the first question asks the responder to think about things that make them uncomfortable. Probably not a good first question to be asking. It's subtle, but you don't want someone to associate you with feelings of uncomfortableness. If you were in person this would be easy to avoid via body language, physical chemistry, etc.: you could see if the person were open to such questions, etc., and respond encouragingly. Online it's more dangerous. The other two are good, although a lot of people might find the second question difficult, and if so, that won't help you out. I like it, though.