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Random Questions to Ask a Guy

Random Questions to Ask a Guy and Watch Him Squirm to Answer!

There are the standard questions that you can ask a guy, and then there are the totally random questions that you can ask a guy. No points for guessing which ones are more fun Here I have some totally random stuff that you can ask a guy about and watch as he squirms to answer them.
Sujata Iyer
Last Updated: Dec 09, 2017
Relationships can get boring. And that's a fact. It's not really possible to ALWAYS have something to talk about. And it's really OK if you have such phases in your relationship. You do not have to worry about why you can't seem to 'connect' with your partner. Not everyone can have something to talk about at all times. Sometimes, you just need to give yourself a break. Every conversation that you have need not be an enlightening and breathtakingly interesting one! Sometimes, he needs to watch a game while you read a book. The very reason you're together, is that you both have a solid level of compatibility. But you've got to accept that there's always bound to be some time in the course of the relationship when silence seems the proverbial golden.
Then, owing to the XX in you, you start reminiscing about your first date, and which ridiculous pickup line he had used thinking it was a very clever conversation starter. How religiously you had listened and followed all the flirting tips that your girlfriends had so kindly shared with you. You miss the fun, you miss the excitement at times. But there's nothing to fret about. Every relationship goes through this phase, and it's quite healthy. But just in case you feel like there simply cannot be a single instance when you both are quiet, here are some random questions that you can ask your guy, or any other guy. They're sure to get his attention.
Totally Random Questions to Ask a Guy
  • If you woke up tomorrow as Paris Hilton, what would be the first thing you would say to the press?
  • If you could kill someone just by looking at them, who would it be?
  • Have you ever spoken to a woman you were not attracted to, just because your friends dared you to?
  • Do you believe in a parallel universe?
  • What is the one thing that you would NOT like to change about yourself in your next birth?
  • Would you rather have an attractive gay man check you out, or an old stooping woman make a pass at you?
  • When was the first time you lied to me?
  • Have you ever intentionally told someone another person's secret?
  • How long do you think it would take for you to walk from the Earth till the moon?
  • Would you kiss someone just because someone agrees to pay you for it?
  • Between an intelligent woman who acts dumb or a dumb woman who tries to act intelligent, who would you pick?
  • Have you ever been attracted to an underage girl?
  • How often do you change your profile picture on Facebook?
  • If you were a girl, which of your present GUY friends would you like to date?
  • Do you think it's alright if a woman pays the bill for a dinner that you've asked her out to?
  • Would you rather watch a recorded football match or go on a long drive with your girlfriend?
  • Have you ever gone up to a girl, talked to her and then realized that your fly was undone?
  • You say you love me, but do you LIKE me?
  • You're marooned on a desert. You're dying of thirst. A genie appears with just one sip of water, and another mysterious liquid. What would you choose?
  • How would you react if you found out that your 'girlfriend' was actually a guy!!?!
  • What is the one word that you absolutely HATE people using?
Well, with these questions, you're set to have some conversations filled with a spicy blend of surprise, shock, embarrassment and laughter. So take it easy, and spread the word about these random questions to all your girls! As a tag line goes, why should boys have all the fun?! *wink * * wink *