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 receive a life time supply of meals from your favorite restaurant or a life time supply of gasoline?
Would you rather relive one random week of high school or watch the video of your own birth?
Would you rather publicly embarrass your mother or be the reason why your best friend breaks up with their girlfriend/boyfriend?
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 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 spend the next year exempt from all taxes or have a one month paid vacation?
Would you rather go back to a rotary phone or be unable to go outside in the rain?
Would you rather have a prestigious private college named after you or win a Pulitzer Prize?
Would you rather have all of your emails, for the next two months, be sent out "reply all" or have your jaw wired shut for a week?
Would you rather have your jaw wired shut for one month or eat a whole pizza in front of a starving child?
Would you rather win the Nobel Peace Prize or have the $1.2 Million that comes with the prize?
Would you rather be rich of famous?
Would you rather write a best-selling novel or be an expert at picking stocks?
Would you rather be an award winning actor/actress or be a very popular novelist?
Would you rather have the details of your romantic life be made into a hit sit-com or have every one you meet know your personal finances?
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 communicate only by text message for the next four days or eat nothing but Mac & Cheese for the next three weeks?
Would you rather be able to lie without being caught or always be able to tell when someone is lying?
Would you rather know with out a doubt the purpose and direction of you life or never have to worry about money for the rest of your life?
Would you rather have the only computer you can use be an Atari 2600 or have all of your email sent out, unknown to you, to your entire address book?
Would you rather have your first child when you are 19 years old or when you are 45 years old?
Would you rather have nine children or never be able to have any children of your own?
Would you rather stay in a luxury hotel free of charge for one year or have a chauffeur driven limousine free of charge for one year?
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?
Before you criticize someone, you should walk a mile in their shoes. That way, when you criticize them, you're a mile away and you have their shoes. - Jack Handey
30 Moral Quandaries, 
