(would you rather) 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 one year in full Downton Abbey costume or spend the next 45 days living in Kiev, Ukraine?
Would you rather be able to see 10 minutes into the future or 3 years into the future?
Would you rather live for 6 months in a light house, accessible only by a 3 mile boat ride, or live for 6 months in the most crowded room of a youth hostel?
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 $1,000,000 now or $50,000 a year for the rest of your life? (assume both sums after taxes)
Would you rather change any one decision from you past or have $40,000 free and clear?
Would you rather have a car radio that you cannot change the station and you cannot turn off or no car radio at all?
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?
Would you rather have an ordinary home in an extraordinary location or an extraordinary home in an ordinary location?
Would you rather get a speeding ticket or two flat tires?
Would you rather have a prestigious private college named after you or win a Pulitzer Prize?
Would you rather have to load or empty the dishwasher?
Would you rather lose your sense of time or developed a paralyzing fear of heights?
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 drink a bowl full of gravy or have a large spider caught in your hair?
Would you rather have every detail of your love life made public or have the details of you finances made public?
Would you rather be an award winning actor/actress or be a very popular novelist?
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 write a best-selling novel or be an expert at picking stocks?
Would you rather be confined to your home for one month and only able to communicate with the outside world via fax machine or unable to go back to your home for 3 months?
Would you accept the gift of being able to read other peoples mind if it meant that you could never turn it off?
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 spend the next year exempt from all taxes or have a one month paid vacation?
Would you rather spend one year sailing around the world or one year living in the heart of London?
The best humorous and funny questions, 
