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 spend a year teaching at an inner-city school or spend one month as a beat cop in the same neighborhood?
Would you rather get married in an arranged marriage or spending the rest of your life single without dating anyone.
Would you rather have a photographic memory or gain an extra 40 IQ points?
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 change any one decision from you past or have $40,000 free and clear?
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 have low self-esteem or high blood pressure?
Would you rather have an extra hour every day or have $40 given to you free and clear every day?
Would you rather attend Hogwarts or have a pet sasquatch?
Would you rather have to load or empty the dishwasher?
Would you rather be 100 percent debt free or have good health guaranteed for the next 10 years?
Would you rather be able to visit 100 years in the past or 100 years in the future?
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 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, Work your current job for the next year at double your current rate of pay, or have the next year off at full pay?
Would you rather spend the next year exempt from all taxes or have a one month paid vacation?
Would you rather be able to paint like an renaissance master or be able to put anyone at ease in a conversation?
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?
Shop only at 7-11 for 6 months have to relive a socially embarrassing moment every day for the next week?
Would you rather live the freegan lifestyle for a month or give money to anyone who ask for the 3 months?
Would you rather shave your eyebrows or accidently send a nasty computer virus to 1000 of your friends, classmates and colleagues?
Would you rather spend one month living without using any money or spend 3 months in a wheelchair?
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 communicate only by text message for the next four days or eat nothing but Mac & Cheese for the next three weeks?
The 50 most common 
