Politics related, niche interest related, meme related - surprise me.
E.g. "what's the temperature going to be like today?"
I'll answer "it's going to be pretty cold."
Then you edit the question to be "can you give me a hint about which layer of hell Henry Kissinger is going to?"
I will always have a soft spot in my heart for RuneScape. I can't help but go back and visit it every now and then.