I love the game Guess who. I think a fun way to play is to instead of asking definitive yes or no questions. Ask questions where the answers are unclear and that force you to pass judgement on your character.
Is your person a vegetarian?
Do they have a job?
Do they smoke cigarettes?
Have they ever been in prison?
More than once?
Are they allowed within 100 feet of a school?
Oh I know. Your person is Alfred