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27 Dark Riddles That Challenge Your Morbid Curiosity

Updated: Apr. 14, 2024

Take a stab at these dark riddles that are to die for!

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Dark riddles

Warning: dark riddles ahead! Proceed with caution—if you dare … Riddles of any kind offer your brain a great workout. And if they’re twisted brain teasers, even better. Morbid riddles and dark jokes make for excellent mind games, because they pull your brain in unexpected directions. You’ll need to dive into your dark side to find the answers—and some of these are tough. So give your mental prowess some tough love and settle in to these macabre riddles for adults.

Whether you like hard riddles or easy riddles, your sense of humor needs a challenge as much as your smarts do. But beware! Creepy crawlies and chilling chuckles lie ahead.

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Dark Riddles That Challenge You
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Unbreakable

Riddle: What falls down but never breaks?

Answer: Nightfall

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Wanted dead or alive

Riddle: They are dark and always on the run. Without the sun, there would be none. What are they?

Answer: Shadows

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Rain, no shine

Riddle: I can fly but have no wings. I can cry but I have no eyes. Wherever I go, darkness follows me. What am I?

Answer: Clouds

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Weighing you down

Riddle: What’s light during the day but heavy during the night?

Answer: Eyelids

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Going batty

Riddle: How do you know that a vampire loves baseball?

Answer: Because he turns into a bat every night

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Scream queen

Riddle: I’m soft, delicate and silky, but if you’re wrapped in me, you’ll scream—if you can. What am I?

Answer: A cobweb

Yikes! Does even thinking about dark humor and dark riddles make you squirm?

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Dead on arrival

Riddle: You’re certain to be wearing your best outfit or something special when you come to stay. What am I?

Answer: A coffin

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Knife edge

Riddle: It doesn’t hurt when you carve my face. In fact, you bring me to life. What am I?

Answer: A jack-o’-lantern

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Bat your eyes

Riddle: Your eyes are open and I’m there. Close them. I’m there too. What am I?

Answer: The dark

Talk about truly dark riddles!

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Rock star

Riddle: What’s the best band to make you feel better?

Answer: A band-aid

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Sick jokes

Riddle: What’s much better staying down than it is going up?

Answer: Vomit

Oopsie! Hope you’re feeling all right after that one.

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Walk tall

Riddle: Where do skeletons walk their dogs?

Answer: The boneyard

Who doesn’t love a good skeleton pun? No body, that’s who! Get it?

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Back in the day

Riddle: I crack when I’m weary, tingle when I’m scared and stretch when I’m proud. What am I?

Answer: Your spine

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Name-dropping

Riddle: What’s the one place you can be sure you’ll never read your name?

Answer: Your gravestone

How about some funny tombstones to put more fun in funeral?

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Body heat

Riddle: I’m blue on the inside and red on the outside. Donate me, but never drink me. What am I?

Answer: Blood

If you enjoy jokes as much as you enjoy dark riddles, you’ll love these scary Halloween jokes that may be too chilling to handle.

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Lady of the night

Riddle: You’ll only ever see one side of me. I change each day. Sometimes big, sometimes just a sliver. What am I?

Answer: The moon

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Sweet dreams

Riddle: I’m the scariest thing you’ll ever write, direct and produce all by yourself. What am I?

Answer: Your worst nightmare

Wide awake now?

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Under a spell

Riddle: You use me to clean, but the powerful take me for a ride. What am I?

Answer: A broom

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Devil may care

Riddle: Which dogs never go to heaven?

Answer: Hot dogs

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Seeing red

Riddle: What kind of ball must you never throw, kick, hit or pitch?

Answer: An eyeball

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Rug rats

Riddle: What pet does better in the house than in the garage?

Answer: A carpet

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Off the rails

Riddle: What are the longest parts of a cross-country train trip?

Answer: The long E in “country” and the long A in “train.”

If you’re scratching your head, it’s time for the best grammar jokes for word nerds.

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Just dessert

Riddle: What’s the best way to eat a devil’s-food cake?

Answer: With a pitchfork

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Foot in mouth

Riddle: I am equally comfortable in your mouth and in your shoe. What am I?

Answer: A tongue

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Good, clean fun

Riddle: I roar loudly, eat dirt and while I’m a big help, I get pushed and pulled in every direction. What am I?

Answer: A vacuum cleaner

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Forbidden fruit

Riddle: Why are bruised bananas still good to eat?

Answer: They’re appealing

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Beauty sleep

Riddle: Why are hair salons so terrifying?

Answer: Because people are always dying there

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Reader’s Digest is known for our humor and brain games, including quizzes, puzzles, riddles, word games, trivia, math, pattern and logic puzzles, guessing games, crosswords, rebus, hidden objects and spot-the-difference challenges. We’ve earned prestigious ASME awards for our entertainment content and have produced dozens of brain-teaser books, including Word Searches, Word Power, Use Your Words, Fun Puzzles and Brain Ticklers, Mind Stretchers, Ultimate Christmas Puzzles and more. Our 10 published volumes of Mind Stretchers were edited by Allen D. Bragdon, founder of The Brainwaves Center and editor of Games magazine. Read more about our team, our contributors and our editorial policies.

Challenge yourself with these brain games, puzzles and quizzes.Â