College App help

I'm having trouble gauging what the questions are looking for on one of my college apps. It asks "what moment in history would you like to have seen" and "what would you do with a free afternoon" in 25 words or less. I'm not sure if I should be honest and say the first thing that pops into my head, or if i should try to come off as smug or clever or something. any suggestions, preferably based on experiences applying to colleges (or even better as an admissions officer)