Perplex and confound your friends with random would you rahter questions. 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 have great hair or the ability to cheer up any sad child?
Would you rather have a boring repetitive job that paid $90,000/year or an engaging job that you really enjoy but it pays $45,000/year?
Would you rather pan handle $200 from complete strangers or borrow $1000 from your friends?
Would you rather have a photographic memory or gain an extra 40 IQ points?
Would you rather give someone a gift that is a truly bad gift or give no gift at all?
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 communicate only by text message for the next four days or eat nothing but Mac & Cheese for the next three weeks?
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 be wrong or undecided?
Would you rather spend one year sailing around the world or one year living in the heart of London?
Would you rather have one year off at your current rate of pay or work your current job for a year at double your current rate of pay?
Would you rather have indestructible will power or be unquestionably lucky?
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 be able to play the guitar like a rock star or have anyone in the world willing to take your phone call?
Would you rather be a highly paid professional athlete or serve as the president of a prestigious university?
Would you rather look better in photographs than you do in person or look better in person than you do in photographs?
Would you rather lose you sense of taste and smell or lose all of your hair?
Would you rather perform CPR on a random stranger eat two whole raw habanero peppers?
Would you rather spend the next year exempt from all taxes or have a one month paid vacation?
Would you rather lose 5 current friends or have one new enemy?
Would you rather have a vending machine eat your money and give you nothing in return or get stopped at every red light on your way into work?
Would you rather have to listen to someone else complain or have no one who will listen to you complain?
Would you rather have a classic 1969 convertible Mustang or have the use of a beach side condo any time you want?
Would you rather marry someone who is attractive or rich?
30 Moral Quandaries, 
