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 pan handle $200 from complete strangers or borrow $1000 from your friends?
Would you rather speak in front of 100 of your peers or go bungee jumping?
Would you rather be a highly paid professional athlete or serve as the president of a prestigious university?
Shop only at 7-11 for 6 months have to relive a socially embarrassing moment every day for the next week?
Would you rather get caught checking out a stranger or caught lying to a friend?
Would you rather be humiliated by your best friend or go three months without talking to any of your friends?
Would you rather share a toothbrush with a random stranger or kiss your brother/sister on the mouth.
Would you rather perform CPR on a random stranger eat two whole raw habanero peppers?
Would you rather shave your eyebrows or accidently send a nasty computer virus to 1000 of your friends, classmates and colleagues?
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?
If you could only have one would you rather have clean socks or clean underwear?
Would you rather have someone bring you breakfast in bed tomorrow morning or be able to sleep in as late as you want?
Would you rather change a foul baby diaper or not eat or drink anything for the next 24 hours?
Would you rather spend three day camping in a beautiful location and not see another person or spend three days in a busy city sharing a hotel suite with your brother/sister?
Would you rather be able to visit 100 years in the past or 100 years in the future?
Would you rather have a best friend who knows everything about you and cannot not keep a secret or be unable to keep a secret yourself?
Would you rather fly on Air Force One with the president or have a minor reoccurring role on a popular television show?
Would you rather have to sneak across the US - Mexico border or work as a sparring partner for a welter weight boxer for the next two weeks?
Would you rather be named the new head football coach at Penn State or be the new CEO at Yahoo!?
Would you rather spend one year sailing around the world or one year living in the heart of London?
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 rather live the freegan lifestyle for a month or give money to anyone who ask for the 3 months?
Would you rather have to listen to someone else complain or have no one who will listen to you complain?
Would you rather be completely indifferent to what other people think of you or have a completely and uncensored understanding of what other people think of you?
user favorite questions, 
