Table of Contents
Dark riddles
Caution: ominous riddles are present. Move cautiously—if you’re brave enough… Any type of riddle can be a fantastic mental challenge. Optimal, of course, if they are twisted puzzles. Dark humor and morbid riddles are great mental games since they lead you in unexpected paths. Finding the answers will require you to explore your shadow side, and some of those questions are challenging. Put your wits to the test with these adult-oriented, gruesome riddles.
You need a challenge for your sense of humor just as much as your intelligence, regardless of how easy or hard riddles you prefer. But watch out! Up ahead, you’ll find spine-tingling giggles and creepy crawlies.
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Unbreakable
Riddle: What falls down but never breaks?
Answer: Nightfall
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Wanted dead or alive
Mysterious problem: Being nocturnal, they are always on the move. Nothing would exist if the sun didn’t shine. You must be asking, what exactly are they?
Response: Shadows
Rain, no shine
I am capable of flight, but my wings are missing. Even though I’m blind, I can still weep. Shadows encircle my every move. So, who am I?
Clouds, that is.
Weighing you down
Curious about something that seems light during the day but is weighty at night?
How about eyelids?
Going batty
How can one tell if a vampire has a soft spot for the baseball diamond?
Reason being: Each night, he metamorphoses into a bat.
Scream queen
My softness, delicateness, and silkiness belie my ability to make you scream—if you’re capable of doing so, of course. So, who am I?
In response, a web
Oh no! Does the very idea of gloomy humor and cryptic puzzles make you uncomfortable?
Dead on arrival
Mysterious problem: While you’re here, you’ll definitely be rocking a show-stopping ensemble. So, who am I?
In response, a casket
Knife edge
Mysterious problem: You can carve my face all you want without any pain. Actually, you make me feel alive. So, who am I?
How about a jack-o’-lantern?
Bat your eyes
Mysterious problem: You can see me, and your eyes are wide open. Seal them. There I am as well. So, who am I?
No, the dark
My, such eerie mysteries!
Rock star
Mysterious problem: If you’re feeling down, what band would be good to listen to?
What is it? A band-aid
Sick jokes
Paradox: If you’re going down, what’s better than going up?
Just throw up.
My bad! After that one, I hope you’re feeling fine.
Walk tall
The skeleton’s dog walks where? That’s the riddle.
In response, the graveyard
A skeleton joke is sure to be loved by all. Absolutely no one! Do you understand?
Back in the day
Proudly, I stretch, when I’m terrified, and when I’m tired, I crack. So, who am I?
Yes, your spinal column
Name-dropping
Mysterious situation: In what one location will you never, ever see your name printed?
In response, your tombstone
To liven up the funeral, how about some humorous headstones?
Body heat
My insides are blue and my outsides are crimson; that’s the riddle. I ask that you donate me, but just do not consume me. So, who am I?
The solution is blood.
You might not be able to endure these terrifying Halloween jokes, but if you prefer dark riddles and jokes, you’ll love them.
Lady of the night
Mysterious problem: You will never get to know the whole me. I evolve daily. Occasionally large, occasionally very small. So, who am I?
In response, the moon
Sweet dreams
Mysterious problem: I am the most terrifying thing you will ever create on your own. So, who am I?
The answer is: your gravest fear
Fazed out right now?
Under a spell
The powerful take me for a ride, but you use me to clean. So, who am I?
A sweeping tool
Devil may care
Conundrum: Which canines are eternally damned?
Savory sausages
Seeing red
Mysterious riddle: Which ball cannot be kicked, struck, pitched, or thrown in any way?
In response, an eye
Rug rats
Quiz: Which animal is more comfortable inside than outside?
Carpet, that’s what!
Off the rails
Conundrum: On a cross-country train journey, which sections are the lengthiest?
The long “e” in “country” and the long “a” in “train” are the correct answers.
Now is the time for the top grammatical jokes that word nerds love, so you can stop scratching your head.
Just dessert
Curious about the ideal method to enjoy a devil’s-food cake?
How about a pitchfork?
Foot in mouth
Mysterious problem: Both your lips and your shoe provide me with equal comfort. So, who am I?
The remedy is a tongue
Good, clean fun
Riddle: I make a lot of noise, I eat dirt, and I’m a huge help, yet I also am dragged and pushed in every way. So, who am I?
How about a hoover cleaner?
Forbidden fruit
Curious: Isn’t it still edible to eat smashed bananas?
Answer: I think they’re beautiful.
Beauty sleep
How come hair salons strike such dread in people?
Reason being: casualties are consistently high.
Why trust us
Quizzes, riddles, word games, math, crosswords, rebus, hidden items, and spot-the-difference challenges are just a few of the popular brain games and comedic offerings from Reader’s Digest. In addition to our many other brain-teaser publications, like Word Searches, Word Power, Use Your Words, Fun Puzzles and Brain Ticklers, Mind Stretchers, Ultimate Christmas Puzzles, and many more, we have won esteemed ASME awards for our entertainment content. The Brainwaves Center’s founder and Games magazine editor, Allen D. Bragdon, edited all ten of our Mind Stretchers books. Discover more about our editorial policies, contributors, and team here.
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