I wrote "Hey, tell me about the craziest thing you have done so far!" to a girl I met online and she replied with "Crazy things we do or the crazy things people make us do... It all depends on the person you are doing it with, the place you are in and the circumstances... =)". How do you reply to such response when you are expecting the girl to play along with this and tell you the craziest thing she has done?

Another question is: At some point in our conversation, I brought up the topic of arts in a funny way and she said "Oh, I like arts too! =)" (which I perceived as an IOI) and she wrote me a paragraph full of artistic sentences explaining how art is a part of human life, how people misuse it and why most people are not into it, etc. I really liked the way she is talking about it because I am an arts person but I don't know whether to continue the discussion or it will make the convo boring and dull. Any suggestions?

shes seems to be a smart girl in general...

when you asked her about her craziest experience, its almost as if shes done either none or many, and she doesnt want to admit them...

Shes implying that shes done crazy things alone and people have made her do them, she did avoid the question but you could have pushed that back on her by saying something like - "it seems like your avoiding my question is there something your hiding from me? I bet your secretly one of them crazily dangerous/adventerous women!!"

"You think too much, just tell me the first thing that pops into your head!"

Additionally you could add "I thought you were a more fun and impulse kind of girl."

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That first thing she said should have been taken as one of the biggest IOI's of all time. She's telling you she'll do just about anything you ask as long as you play your part - that is make her feel like she's under your control and therefore not accountable. Do you know any NLP patterns? This is a girl who'll go nuts for that kind of conversation. You don't have to be subtle or even good at NLP. Tell her right up front that you're trying to produce a super relaxed, suggestable state in her because this girl is just looking for an excuse to let herself go wild.