87 Word Play Trivia Questions (Ranked From Easiest to Hardest)

Updated Date:
January 9, 2023
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Are you good at thinking on your feet?

Do people often tell you that you have a quick wit?

If so, then you probably excel at word play trivia.

Word play trivia questions require you to think outside the box to find the right answer.

This type of trivia often includes puns, riddles, and tongue-twisting teasers.

Word play trivia quizzes are the perfect way to test your wit and see how fast you can think under pressure.

So, if you're feeling up for a challenge, we've got 87 word play trivia questions for you.

Before we explore the word play trivia questions and answers, we want to share a bit about Water Cooler Trivia with you.

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87 Word Play Trivia Questions Ranked From Easiest to Hardest (Updated for 2023)

  1. If someone suggested you walk 5,280 ft in a man’s shoes before judging him, what familiar distance term did this person probably mean to say?

    Answer: Mile

  2. If you combine a word meaning the opposite of “old”, and a shirt that athletes wear that links them to their team, you get what 30th state alphabetically in the US?

    Answer: New Jersey

  3. What is a monkey’s favorite low-end luxury clothing and accessories retailer? They imagine an entire Republic filed with a certain fruit, even if it is already owned by Gap.

    Answer: Banana Republic

  4. You get six tries to guess a five-letter word. That's the gist of what hot internet video game of 2022 that anagrams to EW LORD?

    Answer: Wordle

  5. Ironically, the word "coronavirus" anagrams to what adjective, which also starts with a C, that means "subsisting or feeding on animal tissues?"

    Answer: Carnivorous

  6. Salix babylonica is the scientific name of what droopy Asian tree that anagrams to WOW, WILLING PEE?

    Answer: Weeping Willow

  7. The phrase "dirty room" can be anagrammed into what 9-letter word for a college residence that might contain many a dirty room?

    Answer: Dormitory

  8. Add one letter to "Las Vegas" to get the title of what 2013 film, in which Michael Douglas, Robert De Niro, Morgan Freeman, and Kevin Kline play a group of friends having one final bachelor party?

    Answer: Last Vegas

  9. What four letter word can be a man’s name, part of a duck or a proposed law?

    Answer: Bill

  10. "Respect" is an Aretha Franklin biopic starring Jennifer Hudson, but "respect" also anagrams to what other film title -- the 2015 installment in the James Bond series?

    Answer: Spectre

  11. A "lemniscate" is a fancy word for what symbol that is used to express something without end?

    Answer: Infinity symbol

  12. What rhyming brand of low-calorie meals did Stouffer's introduce in 1981 in response to consumers' desires for diet dinner options?

    Answer: Lean Cuisine

  13. If the actress Cybill Shepherd somehow became embroiled in the war between the Northern United States and the Confederacy that occurred from 1861 to 1865, her name could be ______ Shepherd. Fill in the one word “C” blank, a word used to refer to that war.

    Answer: Civil Shepherd

  14. Which two rhyming words describe a utensil you use for eating a pig?

    Answer: Pork Fork

  15. Which two rhyming words describe a utensil you’d use to eat soup on a lunar surface?

    Answer: Moon Spoon

  16. "Presbyterians" is not just a religious denomination -- it's also an anagram of the name of what singer of "Toxic" and "Gimme More?" First and last name required.

    Answer: Britney Spears

  17. What word for a group of lions also sounds like the past tense word for inquiring into a person’s private affairs?

    Answer: Pride

  18. Which two rhyming words describe a gritty beach grain with no taste?

    Answer: Bland Sand

  19. What rich EU country anagrams to RUB EX MOGUL?

    Answer: Luxembourg

  20. What two rhyming words summarize the following phrase? A zippered piece of warm outerwear for a Serena Williams tool.

    Answer: Racket Jacket

  21. What five-letter word can be an organ of the body, a Central American currency, the surname of a Super Bowl XLIII winner, or a punctuation mark?

    Answer: Colon

  22. Howard Stern is a proponent of what product, a stool that is placed next to the toilet in order to improve the user’s posture and reduce stress? It has a two word rhyming name. The first word-y refers to your posture, and the second word-y is a childish term for the toilet.

    Answer: Squatty Potty

  23. What word, which describes something that can be found on college campuses across the country, appropriately anagrams to DIRTY ROOM?

    Answer: Dormitory

  24. Remove the first letter from a six-letter breed of hunting dog, and you'll get a five-letter predatory bird. What are the two words?

    Answer: Beagle, eagle

  25. She'll only pay pennies and dimes for a kiss, but her whole soul for a wish. So go the weird economics of what Carly Rae Jepsen hit that anagrams to MY ABLE CAMEL?

    Answer: Call Me Maybe

  26. What two-word rhyming phrase could be used to describe a person who runs at high speed over short distances, but only during one of the four seasons?

    Answer: Winter sprinter

  27. If the reign in Spain falls mainly on the ______, then King Ferdinand’s reign would’ve likely ended in what kind of land, flat with few trees?

    Answer: Plain

  28. Obsidian, charcoal, pepper, crows, soot. These are just a few colorful items that might go on what list, perhaps curated by James Spader?

    Answer: The Blacklist

  29. What rhyming phrase might refer to the dried and salted meat of animals of the species Meleagris?

    Answer: Turkey jerky

  30. Cobb County's Truist Park is the home stadium for what Major League Baseball team that anagrams to NAVAL BASE TART?

    Answer: Atlanta Braves

  31. "Dog doo good god!" is a sentence that reads the same backwards and forwards. This is an example of what literary device?

    Answer: Palindrome

  32. A requirement that driver's license applicants get an opportunity to register to vote earned The National Voter Registration Act of 1993 what rhyming nickname?

    Answer: Motor Voter

  33. If you had a long, thin, flat piece of wood to be used for building materials, but the wood was made of the ace of spades and the two of clubs, people might think you have what paper pulp product often used in shipping boxes?

    Answer: Cardboard

  34. What two rhyming words summarize the following phrase? The charity network whose motto is "service above self," and a person who witnesses signatures on official documents.

    Answer: Rotary Notary

  35. If a stinging insect were to be compressed by a mechanical press, what musical note might describe this newly skinny insect?

    Answer: Bee Flat

  36. Which two rhyming words could describe having an ache in your thinking organ?

    Answer: Brain Pain

  37. What two rhyming words summarize the following phrase? A hat a bunny nun would wear.

    Answer: Rabbit Habit

  38. The star of "Taken" and Mr. Payne of One Direction have given names that anagram to the name of what West African country?

    Answer: Mali

  39. Named for a Nashville hotel and perfect for a pick-me-up, what American coffee brand anagrams to ME SEXUAL HOWL?

    Answer: Maxwell House

  40. What word, when pronounced differently, might be applied to a group of organized workers or a molecule without a net electrical charge?

    Answer: Unionized

  41. What Swiss watchmaking company is a contraction of the phrase “second watch”?

    Answer: Swatch

  42. If there were a boat vacation for small cats of the family Felidae, it might share its name with what famous actor?

    Answer: Tom Cruise

  43. What pair of rhyming words describes the following phrase? A comfortable piece of lounging furniture for a green-skinned trashcan denizen.

    Answer: Couch Grouch

  44. What two rhyming words summarize the following phrase? A rainy-day invertebrate writhing uncomfortably.

    Answer: Worm Squirm

  45. What word is spelled with a “Q” in the United Kingdom, is derived from a Greek word meaning “sweet root” and is Ronald Reagan’s favorite Jelly Belly jelly bean flavor?

    Answer: Licorice

  46. Reverse the letters in the name of a vegetable that's a relative of the onion and you get a word that refers to a certain structure on a ship or boat. What are BOTH of these four-letter words?

    Answer: Keel, Leek

  47. What word, when pronounced differently, might refer either to a vehicle like the Yamaha FS1, or a past tense verb meaning "brooded" or "sulked?"

    Answer: Moped

  48. What word has both of the following meanings? A tightly bound bundle or the surname of the actor who played Dick Cheney in the 2018 film "Vice."

    Answer: Bale

  49. What education-related word has two distinct meanings both related to books? The first is simply an organized listing of books (often at the end of a piece of research) and the second is a more systematic description of books as physical objects.

    Answer: Bibliography

  50. If you leave the vowels where they are, but replace the consonants in 'banana' with different letters, you can get what fruit commonly found in Mexico and Central America?

    Answer: Papaya

  51. What two rhyming words summarize the following phrase? To rapidly drink not just a large amount of hot liquid, but the vessel containing the liquid as well.

    Answer: Chug mug

  52. What two rhyming words summarize the following phrase? A sweet, Southern, bourbon-centric drink covered with the national flower of the Netherlands.

    Answer: Tulip Julep

  53. What word--the plural form of a travel professional that's more politely called by a different term these days--is famously the longest word typed using only the left hand on a standard QWERTY keyboard?

    Answer: Stewardesses

  54. Change one letter each in the first and last names of actor Harrison Ford and you get two words that are, practically speaking, synonymous. What are these two words?

    Answer: Garrison and Fort

  55. What word means the following two things? A polyhedron formed by connecting a polygon to an apex or a game show that often included a number in its official title and won nine Daytime Emmy Awards.

    Answer: Pyramid

  56. A bronx bomber, an absentminded scribble, and a man who places importance on physical appearance and refined language come together to form what song and American standard?

    Answer: Yankee Doodle Dandy

  57. What two rhyming words summarize the following phrase? A tiny amount of a kitchen cooling device.

    Answer: Smidge fridge

  58. If a “S” red food fish with omega-3 fatty acids is identical to another batch, it could be also be called same-on in addition to what?

    Answer: Salmon

  59. If you saw some peat moss, and then you saw that same moss again, you might call it ______ moss. Fill in the one word “R” blank, also a word for saying something again that has already been said.

    Answer: Repeat Moss

  60. Take the name of the UK's monarch from 1702 to 1707 and add a letter that can also mean the number 10. What word meaning a building extension do you get?

    Answer: Annex

  61. What word could mean the people in the stadium cheering on the football team and the handheld wind-makers they’re using to stay cool?

    Answer: Fans

  62. According to a famous Spoonerism, a kind of speech error where sounds are swapped between words, "The Lord is" what kind of pushy African cat?

    Answer: A Shoving Leopard

  63. Harry Potter fans already know that there’s a spoiler in Tom Marvolo Riddle’s name—it’s an anagram for “I am ______ ______”

    Answer: Lord Voldemort

  64. What plural word--which describes something you might list during a job interview--is the longest English word, at nine letters, with only one vowel?

    Answer: Strengths

  65. Anagrams are a great art! In fact, the word ANAGRAMS is an anagram of what Latin phrase meaning "great art?"

    Answer: Ars Magna

  66. "Round Mound of Rebound" was a college nickname for what NBA All-Star whose name anagrams to SKY REACH BALLER?

    Answer: Charles Barkley

  67. What pair of rhyming words describes the following phrase? An easily deceived, foolish remnant of a removed tree.

    Answer: Stump chump

  68. Without a U, it's a tree of the willow family. With a U in the middle, it's a song sung by Glinda in the Broadway show "Wicked." What are the two words?

    Answer: Poplar and Popular

  69. What rhyming phrase, which might sound like a Dromedary owned by a certain Star Wars star, actually refers to an ice skating spin popularized by its namesake athlete?

    Answer: Hamill Camel

  70. What two-word rhyming phrase could mean the following? Trefoil found surrounding the Capitol in Delaware.

    Answer: Dover Clover

  71. Which two rhyming words could describe a petrifying pixie?

    Answer: Scary Fairy

  72. What word is partially defined by MacMillan Dictionary as “a party or special event” and is a Floridian town originally built by the Walt Disney Company in 1994?

    Answer: Celebration

  73. If the 19th century wild west showman and bison hunter switched careers and became an SNL cast member turned star of “Meatballs” and “Lost In Translation”, what three-word “before and after” name would he be?

    Answer: Buffalo Bill Murray

  74. What word, when pronounced differently, might refer to a language of 45 million native speakers--or something you might pick up in the beauty aisle at CVS?

    Answer: Polish

  75. Add the letter T to the nickname of Beethoven's third symphony, and you get the name of a 1992 Madonna album. What are the names of the symphony and the album, respectively?

    Answer: Eroica, Erotica

  76. If Isaac Singer, 19th century inventor and founder of the Singer Sewing Machine Company, did some vocals on album produced by Miles Davis, with saxophone by John Coltrane, he could be called The ______ Singer. Fill in the one word blank.

    Answer: The Jazz Singer

  77. _____ on the ______. Fill in the first blank with the last name of the British character who played Bilbo Baggins in Peter Jackson’s Lord Of The Rings films. Fill in the second blank with a type of stove, and you get an alternate spelling of what country western standard?

    Answer: Holm On The Range

  78. What two rhyming words summarize the following phrase? An even-tempered, secure piece of household furniture.

    Answer: Stable table

  79. Fitness has a surprisingly large number of meanings. Of course there is the state of health and well-being, and then biological fitness is an individual's ability to propagate its genes. There's also the product Fitness which is produced by Nestle and is what type of food?

    Answer: Cereal

  80. If a beaver built a barrier in a pond to protect itself from a submarine’s missiles, what commanding phrase might the beaver exclaim?

    Answer: Dam The Torpedos

  81. If, on “The White Album”, the Beatles said “you say you want to turn 360 degrees, well, you know, we all want to point back the same way,” they might be referring to a full version of what “R” geometric movement?

    Answer: Revolution

  82. A new word for topics related to marijuana could be the same as what process of forming objects out of ceramic material with high heat?

    Answer: Pottery

  83. What two rhyming words summarize the following phrase? A gatherer and organizer of large, dangerous jungle felines.

    Answer: Leopard shepherd

  84. A person locked into a schedule, or a monster formed out of a nun’s vestment. They both might be described with what familiar three-word phrase?

    Answer: Creature Of Habit

  85. A 1983 Lewis Gilbert film about an alcoholic professor, played by Michael Caine, who mentors the 1940s actress who starred in “Gilda” would have what three word “before and after” movie title?

    Answer: Educating Rita Hayworth

  86. A palindrome is a word or phrase that reads the same forwards and backwards; what is the corresponding term for words that become different words when read backward, such as STRAW and WARTS?

    Answer: Semordnilap

  87. A saying attributed to Jesus, and the disrespect from a honey insect. Both can help you form what word?

    Answer: Beatitude

What makes word play trivia so engaging?

For starters, it's the perfect way to test your lateral thinking skills.

Lateral thinking is all about looking at things from a different perspective - something that comes in handy when trying to solve puzzles and riddles.

It's also a great way to improve your problem-solving skills.

Word play trivia often requires you to think outside the box to find the right answer.

And, as we all know, the ability to solve problems quickly and efficiently is a valuable skill in both our personal and professional lives.

What are the best word play trivia questions?

The best word play trivia questions are the ones that make you think, laugh, and scratch your head all at the same time.

They're the ones that take you on a mental rollercoaster ride as you try to figure out the answer.

And, they're the ones that leave you feeling both satisfied and triumphant when you finally get it right.

If you're looking for some word play trivia questions that fit these criteria, then you've come to the right place.

Whether you're looking for a quick warm-up or a challenge that will really test your brain power, we've got you covered.

Where can you find word play trivia questions?

Finding word play trivia questions is easy.

Simply head on over to Water Cooler Trivia.

Water Cooler Trivia is a platform dedicated to providing trivia quizzes that are both fun and challenging.

We just so happen to have a whole section devoted to word play trivia.

Our trivia quiz platform is a game-changer for trivia lovers.

Not only does it offer an easy way to find and play trivia quizzes, but it also allows you to share tailor-made quizzes with the world.

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All you need to do is sign up for a free account.

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