[Top 75] Brain-Teasing Riddles to Stump Your Friends
by Annie Rosy
Q: I have billions of eyes, yet I live in darkness. I have millions of ears, yet only four lobes. I have no muscle, yet I rule two hemispheres. What am I? A: The human brain
Q: We’re five little items of an everyday sort; you’ll find us all in ‘a tennis court’. A: Vowels
Q:What is the beginning of eternity, the end of time and space, the beginning of every end and the end of every race? A: The letter ‘E’
Q: What weighs six ounces, sits in a tree, and is very dangerous? A: A sparrow with a machine gun
Q: What is it that walks on four legs then two legs and finally three legs? A: The answer to all three is a baby. True, it crawls on all fours, but cut off its legs and it can only wiggle on two limbs. Give it a crutch, it can hobble around on three.
Q: When is the time of a clock like the whistle of a train? A: When it’s two to two.
[Top 75] Brain-Teasing Riddler Riddles From Batman Villain Himself
Q: What belongs to you, but is used by others? A: Your name
Q: Mr. Van Jones, why are you like a clock at midnight? A: Because both of your hands are going straight up, right now.
Q: What is it that no man wants to have but no man wants to lose? A: A lawsuit
Q: There are three men in a boat with four cigarettes but no matches. How do they manage to smoke? A: They threw a cigarette overboard, and made the boat a cigarette lighter.
Q:Why do million dollar deals breakdown in the wasteland? A:A calling card for Daniel Mockridge that he should meet The Riddler in his club called “The Wasteland”
Q:What is the shortest distance between a point in Nomme, Alaska and a point in Miami Florida? A:A curved line on a globe
Q:Do you know what happens to gate crashers? A:They have to match wits with The Riddler
Q:When is a Minotaur’s owner as high as an elephant’s eye? A:Corn (maize)
Q:Which way to the eating place? (translated from Farsi) A:Right
Q:I have billions of eyes, yet I live in darkness. I have millions of ears, yet only four lobes. I have no muscle, yet I rule two hemispheres.
Q:Where does a 500 pound gorilla sleep? A:Anywhere it wants
Q:What’s worse than a millipede with flat feet? A:A giraffe with a sore throat
Q:How do you fit 5 elephants into a compact car? A:Two in the front seat, two in the back seat, and one in the trunk.
Q:Those were things of the past Batman. Ancient history thats gone now. I’m a new man, but you probably won’t figure that out till it’s too late. A:A clue he planned to rob R. Newman Imports of antiques
Q:Riddle no. 31753701 A:A clue he intended to rob the First National Bank whose address is “10 Leslie” (31753701 upside down and reversed)
Q:Go back to where it started with toys A:Directions to a death trap planned for Batman at the toy fair held at the Gotham Convention Center
Q:what is every where, but no where, except where something is? A:nothing
Q:what is always on its way here, but never arrives? A:tommorow
Q:how many sides has a circle? A:two. the inside and the outside
Riddle: Why is an orange like a bell? Answer: Because both need to be peeled
Riddle: When is the time of a clock like the whistle of a train? Answer: When its two to two
Riddle: Why is a quarrel like a bargain? Answer: It takes two to make one
Riddle: What kind of pins are used in soup? Answer: Terapins
Riddle: What was Joan of Arc made of? Answer: She was maid of Orleans
Riddle: How many sides has a circle? Answer: Two, inside and outside
Riddle: Which President of the United States wore the biggest hat? Answer: The one with the biggest head
Riddle: What has neither nails or bones, but has four fingers and a thumb? Answer: A glove!
Riddle: There are three men in a boat with a pack of cigarettes and no matches. How did they manage to smoke? Answer: They threw one cigarette overboard and the boat became a cigarette lighter.
Riddle: When is a person like a piece of wood? Answer: When it’s a ruler
Riddle: Question, what is it that no man wants, but no man wants to lose? Answer: A law suit!
Riddle: What is black and white and red all over? Answer: A newspaper
Riddle: What have branches and leaves but no bark? Answer: A library
Riddle: What has yellow skin and writes? Answer: A ball point banana!
Riddle: What people are always in a hurry? Answer: Rushing people…Russians!
Robin: I’ve got it! Someone Russian is going to slip on a banana peel and break their neck! Batman: Exactly Robin! It’s the only possible answer!
Riddle: What is always on its way here, but never arrives? Answer: Tomorrow
Riddle: The more you take away from it the larger it grows, what is it? Answer: A hole
Riddle: Why is silk like grA$$? Answer: They are both sold by the yard.
Annie Rosy is a humor writer and social content creator with a long-running focus on the kind of wit that makes people smile in everyday situations. She has spent years curating and writing pick-up lines, one-liners, jokes, and riddles — developing an instinct for what lands across different audiences and contexts. At the site, she covers funny pick-up lines, clever one-liners, brain teasers, and humor content for anyone looking to break the ice or just get a laugh.
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