(would you rather) Classic dilemmas where you have to chose between two alternatives. All thought there is value in the answer to each of the questions the greater value is in why a given option was chosen. This format tends to appeal to guys.
Random Would You Rather Questions
Would you rather spend a night with no money on the streets of Pittsburgh or spend the same night in a house that is reported to be haunted?
Would you rather spend 48 under observation in a psychiatric hospital or spend two weeks cleaning the bathrooms at Miami International Airport?
Would you rather spend the next week sleeping more than 12 hours per night or less than 4 hours per night?
Would you rather be named the new head football coach at Penn State or be the new CEO at Yahoo!?
Assuming you wake up with no memory of the night before, Would you rather discover that you had lost $75 or discover that you had an extra $300 but have no idea what you did to earn it?
Would you rather perform CPR on a random stranger eat two whole raw habanero peppers?
Would you rather have to leave the country you now live in and be unable to return or spend the rest of your life being unable to make more than minimum wage?
Would you rather have to speak in rhyming couplets for the next 48 hours or have an embarrassing feature about yourself run on tonight’s local news?
Would you rather survive the apocalypse or be instantly and painlessly killed by it?
Would you rather marry someone who is attractive or rich?
Would you rather have a car radio that you cannot change the station and you cannot turn off or no car radio at all?
Would you rather have two tickets to this year's super bowl or two seasons tickets to the NFL team of your choice?
Would you accept the gift of being able to read other peoples mind if it meant that you could never turn it off?
Would you rather have low self-esteem or high blood pressure?
Would you rather wear a tux/formal for every where you go for the next two weeks or camp out in a tent in your mothers back yard for one week?
Would you rather have many causal friends or one close one?
Would you rather die after a year of suffering from a prolonged Illness after or die instantaneously but be unable to say good bye to anyone?
Would you rather have an extra hour every day or have $40 given to you free and clear every day?
Would you rather spend a week adrift at sea in a life raft or spend on month in Milwaukee County Jail?
Would you rather be able to steel any one thing and get away with it or ensure that nothing will ever be stolen from you?
Would you accept $1,000,000 if it meant that a every computer you touched for the rest of your life would crash?
Would you rather find a parking space and discover that the parking meter has plenty of time left on it or have someone genuinely laugh at one of your jokes?
Would you rather have a job as Jessica Beil's personal assistant or a job as the president of a prestigious university?
Would you rather drink a bowl full of gravy or have a large spider caught in your hair?
The best humorous and funny questions, 
