thinking confused woman with question mark on gray wall background

Riddle me this!

If you’re are like me you have a love hate relationship with riddles. Sometimes they can be so tough that they can give you an actual headache just trying to wrap your brain around them. If you listen to our show than you know how much I love to ask my co-host LBF riddles on Fridays. We call them ‘Friddles” get it? Get it Friday Riddles!
It never fails to frustrate her when I ask her one. She thinks I do it just to be annoying, but that is not true, I do it to prove to her that she can solve them.
Usually what happens is the audience can answer them before she can figure them out.

I’m always amazed at the speed in which the callers figure out even the most convoluted and confusing riddles.

I have searched the internet to find riddles that are tough and still the phone rings with someone knowing the answer. I always ask if they have heard of the riddle before and already knew the answer. Some folks admit to having heard it before, but most often people say they just figured it out.

I will take their word for it because for some folks riddles are easy if you listen closely and use logic, so in that spirit I present to you 7 riddles that might be too tough to tame.

Take a minute to look them over and see how you do. I have provided the answers to all of them at the very bottom of the page, so be sure not to peak till the very end. If you’re good at solving riddles you should be happy if you can get 3 or 4, if you get 5,6 or an amazing 7, then consider yourself a Master Riddler! Good luck!

  • Riddle #1 Two men are in a desert. They both have backpacks on. One of the guys is dead. The guy who is alive has his backpack open and the guy who is dead has his backpack closed. What is in the dead man’s backpack?


    Answers are at the end of the quiz

  • Riddle # 2 One knight, a ninja, and a pirate were on a ship. The ship began to sink. The ninja and the pirate jumped into a lifeboat before the ship went underwater. Who died?

    Pirates of The Caribbean interactive attraction Launched At Madame Tussauds

    (Photo by Gareth Cattermole/Getty Images)

    Answers are at the end of the quiz

  • Riddle #3 If all Wibbles are Criggles, all Borkins are Kwumblins, no Hoggles are Borkins, and all Criggles are Borkins, is it true that all Borkins are Criggles?

    baby yoda animatronic
    Answers are at the end of the quiz

  • Riddle #4 How do eight eights add up to one thousand?


    Close up of businessman or accountant hand holding pen working on calculator to calculate business data, accountancy document and laptop computer at office, business concept

    Answers are at the end of the quiz

  • Riddle #5 A girl has as many brothers as sisters, but each brother has only half as many brothers as sisters. How many brothers and sisters are there in the family?

    young girl with pets

    Young girl is holding a cat in her arms, a dog is next to her and they are relaxing.

    Answers are at the end of the quiz

  • Riddle #6 A is the brother of B. B is the brother of C. C is the father of D. So how is D related to A?

    Answers are at the end of the quiz

  • Riddle 37 Three different doctors said that Paul is their brother yet Paul claims he has no brothers. Who is lying?


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