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 share a toothbrush with a random stranger or kiss your brother/sister on the mouth.
Would you rather attend Hogwarts or have a pet sasquatch?
Would you rather spend a week adrift at sea in a life raft or spend on month in Milwaukee County Jail?
Would you rather have a child that you must give up for adoption after one year or never be able to have any children of your own
Shop only at 7-11 for 6 months have to relive a socially embarrassing moment every day for the next week?
Would you rather be the smartest person in your peer group or the most attractive person in your peer group?
Would you rather speak in public for 30 minutes be with out your car for two days.
Would you rather work as an unknown scientist expanding the frontiers of knowledge in a meaningful way or be a famous, well paid actor performing only trivial roles.
Would you rather have to wear adult diapers for one year or have any computer you touch over the next two months crash?
Would you allow a benefactor to pay off all of your debt if it meant that you could never go into any amount of debt in the future?
Would you rather have $50,000 free and clear or $150,000 that is illegal?
Would you rather spend the next year exempt from all taxes or have a one month paid vacation?
Would you rather be the star player on a losing basketball team or ride the bench on a winning one?
Would you rather spend one year in full Downton Abbey costume or spend the next 45 days living in Kiev, Ukraine?
Would you rather be named the new head football coach at Penn State or be the new CEO at Yahoo!?
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 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 take up smoking for $30,000?
Would you rather have a mob boss owe you a really big favor or have a low interest credit card with a $1,000,000 limit?
Would you rather have a job as Jessica Beil's personal assistant or a job as the president of a prestigious university?
Would you accept a life as a successful artist making 4 times your current annual pay if it meant that your art was considered offensive by one of the worlds major religions making you unwelcome in many countries and attracting unwelcome, often hostile, attention from people in your own county?
Would you rather be able to see 10 minutes into the future or 3 years into the future?
Would you rather never be able to travel more than 50 miles from where you now live or live in hotels never staying in the same city for more than 3 nights?
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?
user favorite questions, 
