I will frequently when I meet someone new say "tell me your life story in 10 seconds or less." it generally makes them chuckle and say something basic about themselves which is a good starting point from which to build a conversation. It's not about learning their life story; it's about getting them to talk about something they feel comfortable with. Asking a totally goofy question that they can't possibly get wrong might be an ice breaker. Just use it only as a conversation starter. If you were a fruit what would you be? might be a funny question to ask, but not after what would you do if you won a million dollars and whatever the 21st century version of "Beatles or Stones." Then you're just weird
