(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 have to listen to someone else complain or have no one who will listen to you complain?
Would you rather get married in an arranged marriage or spending the rest of your life single without dating anyone.
Would you rather lose your sense of taste and smell or lose your ability to distinguish colors?
Would you rather write a best-selling novel or be an expert at picking stocks?
Would you rather go on vacation any where in the world for on week or spend 24 hours with anyone in the world but be unable to leave your house during that time?
Would you rather have a prestigious private college named after you or win a Pulitzer Prize?
Would you rather have an ordinary home in an extraordinary location or an extraordinary home in an ordinary location?
Would you rather spend 30 days living inside an IKEA or speak only in rhyming couplets for 6 months?
Would you rather lose your sense of time or developed a paralyzing fear of heights?
Would you rather have the respect of your child or your boss?
Would you rather be able to see 10 minutes into the future or 3 years into the future?
Would you rather attend Hogwarts or have a pet sasquatch?
Would you rather die after a year of suffering from a prolonged Illness after or die instantaneously but be unable to say good bye to anyone?
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 share a toothbrush with a random stranger or kiss your brother/sister on the mouth.
Would you rather go 30 days without refined sugar or 90 days without caffeine?
Would you rather receive a sincere complement from a stranger or from your sibling?
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 rather have $50,000 free and clear or $150,000 that is illegal?
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 the smartest person in your peer group or the most attractive person in your peer group?
Would you rather have many causal friends or one close one?
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 rather have nine children or never be able to have any children of your own?
How to make new friends, 
