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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.
Each week, Water Cooler Trivia can deliver brain-testing trivia quizzes straight to your inbox.
Oh, and the best bit?
We offer a four-week free trial - so you can explore everything Water Cooler Trivia has to offer without commitment.
1. "Sex on ROCKS" by Kings of Leon, "This Wheel's on ROCKS" by Bob Dylan and The Band, "Girl on ROCKS" by Alicia Keys, and "Ring of ROCKS" by Johnny Cash. What word did “ROCKS” get swapped for in all of these songs' titles?
Answer: Fire
2. What number between one and 10, when said out loud, sounds like the past tense of the verb "eat"?
Answer: Eight
3. Let’s see how “sharp” you are: This five-letter word is a noun meaning a stated idea or opinion, a verb meaning to direct others' attention to something by using a finger, and an adjective describing a ballet dancer performing on their toes. Oh, and you’ll score one of them if you answer correctly!
Answer: Point
4. The word PRIEST has multiple anagrams, including what word that means an elf or fairy and that is also a brand of lemon-lime flavored soda?
Answer: Sprite
5. "JAMAICAN Sniper," "JAMAICAN Hustle," "JAMAICAN Fiction," and "JAMAICAN Graffiti". What word did “JAMAICAN” replace in each of these Best Picture Oscar nominees?
Answer: American
6. Ask Gary Cooper: what word for a specific time of day can be spelled the same forwards and backwards, and upside down when put in all caps?
Answer: Noon
7. What seven-letter “C” word means to exist in the present time, the fastest-moving part of a water stream, or flowing electric charge?
Answer: Current
8. 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 U.S.?
Answer: New Jersey
9. Homophones are words that are spelled differently but pronounced the same. What are two five-letter homophones, one of which means "to stop a car" and one of which means "to shatter in pieces?"
Answer: Brake and Break
10. "CAULIFLOWER of Ages" by Def Leppard, "CAULIFLOWERstar" by Post Malone, "Party CAULIFLOWER Anthem" by LMFAO, and "CAULIFLOWER Your Body" by Justin Timberlake. What word did we swap out with CAULIFLOWER in all of these song titles?
Answer: Rock
11. What four letter word can be a man’s name, part of a duck, or a proposed law?
Answer: Bill
12. What seven-letter word is a dizzying condition where a person feels the false sensation of movement, and is also the title of a 1958 Alfred Hitchcock thriller starring Jimmy Stewart and Kim Novak?
Answer: Vertigo
13. "RED and Yellow" by Wiz Khalifa, "RED Betty" by Ram Jam, "Two RED Cadillacs" by Carrie Underwood, and "Welcome to the RED Parade" by My Chemical Romance. What color did “RED” get swapped in for in all of these song titles?
Answer: Black
14. "The BORDER of Glory" by Lady Gaga. "Darkness on the BORDER of Town" by Bruce Springsteen and the E Street Band. "BORDER of Seventeen" by Stevie Nicks. And ironically nothing by U2. What word did we replace with BORDER in these song titles?
Answer: Edge
15. What “T” word is defined by Merriam-Webster Dictionary as a verb meaning “to move jerkily,” and is also the name of a livestreaming service launched in 2011 where its users often watch gaming content?
Answer: Twitch
16. "BLONDE in Town," "Space Jam: A BLONDE Legacy," "What's BLONDE Pussycat," and "BLONDEsies". What word did we replace with BLONDE in each of these movies?
Answer: New
17. Take a word that means "not good," a word that's the fresh herb found in a julep, and a word that means "activated." Put them all together and you have what Summer Olympics event?
Answer: Badminton
18. Salix babylonica is the scientific name of what droopy Asian tree that anagrams to WOW, WILLING PEE?
Answer: Weeping Willow
19. "I was the only one ... so I ... What four-letter word can fill both blanks in this sentence, first to mean remaining, then to indicate leaving?
Answer: Left
20. The phrase "dirty room" can be anagrammed into what nine-letter word for a college residence that might contain many a dirty room?
Answer: Dormitory
21. What three-letter palindrome doesn't sound like much, but is actually a religious figure who is known for donning a habit in convents and taking solemn vows of chastity, poverty, and obedience?
Answer: Nun
22. "Two Guys, a MANATEE, and a Pizza Place," "Top of the Lake: China MANATEE," "Gossip MANATEE," and "MANATEE Meets World." What word got swapped out with “MANATEE” in all of these TV show titles?
Answer: Girl
23. "Presbyterians" is not just a religious denomination, it's also an anagram of the name of what singer of "Toxic" and "Gimme More?"
Answer: Britney Spears
24. What five-letter word is defined by Merriam-Webster as a verb meaning “to act playfully,” “to waste time,” and sometimes follows the word “dilly”?
Answer: Dally
25. "PERHAPS SCENIC” — What video game royal might describe the view from her castle in the Mushroom Kingdom using this anagram of her name?
Answer: Princess Peach
26. What profession anagrams, quite appropriately, to the term "moon starer?"
Answer: Astronomer
27. When spoken aloud, what eight-letter word can (depending on how you pronounce it) either be a noun meaning a way to get into a building, or a verb meaning to put someone under a spell?
Answer: Entrance
28. Take one letter from the adjective "startling" to get what bird that's known for its iridescent plumage and ability to mimic other birds?
Answer: Starling
29. "The STUPID People" by Marilyn Manson, "Scars to Your STUPID" by Alessia Cara, "STUPID Stranger" by Toby Keith, and "STUPID Day" by U2. What adjective did we swap out with STUPID in all of these song titles?
Answer: Beautiful
30. The Chinese giant species can grow up to six feet long. What’s the amphibian group that anagrams to RAMEN SALAD?
Answer: Salamander
31. If all the numbers from 1 to 100 are written out in words, which one comes first alphabetically?
Answer: Eight
32. What word means to slide unintentionally and lose balance or footing and meaning a thin piece of material used to cover or protect something?
Answer: Slip
33. "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
34. Marcy, Juno, and Max are all first names, but if you give each one a different last letter, they're all turned into what unit of time?
Answer: Month
35. What two digit number has the most syllables in it when you say it out loud?
Answer: 77
36. Take a five-letter word that means an instrument with pipes played in a church. Add the two-letter domain code for South Africa. What stiff, sheer dress material is the result?
Answer: Organza
37. It gets its name from the Persian word for "bread." It tastes good no matter how you eat it. What is the tandoor-baked flatbread with a palindrome name?
Answer: Naan
38. What animal, whose ability to crack open clams and sea urchins with a rock makes it one of few animals known to use tools, anagrams to TASTE ROE?
Answer: Sea Otter
39. It can't be just a coincidence that the only two vowels from this body part are used as the common abbreviation for the field of machines that mimic the problem-solving and decision-making capabilities of humans. …can it? What fitting body part are we thinking of?
Answer: Brain
40. 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
41. "Dr. Shrek 48: Nutty Vampire Adventures" is a dumb movie that we made up by taking words from the titles of different movies starring what actor?
Answer: Eddie Murphy
42. "WHITE Sugar" by D'Angelo, "Captain Fantastic and the WHITE Dirt Cowboy" by Elton John, "Mr. WHITEstone" by Guns N' Roses, and "Mrs. WHITE You've Got a Lovely Daughter" by Herman's Hermits. What color did we swap out with WHITE in all of these songs' titles?
Answer: Brown
43. What seven-letter “D” word describes a comedian’s seemingly serious and stoic expression while telling a joke or could weirdly describe a deceased culinary object?
Answer: Deadpan
44. An example of a contronym, where one word has two opposite meanings, what four-letter word means to cover lightly with a powdered substance and to remove a fine substance from a surface?
Answer: Dust
45. Add one letter to "Las Vegas" and you 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
46. "Witchy California Tequila Desperado" is an awesome made-up song title using words from other hit song titles by what high-flyin' classic rock band?
Answer: Eagles
47. William Archibald Spooner lent his name to a certain kind of mixed-up wordplay. For example, when you’re laying down kibble, you’re not “deeding the fog.” You’re doing what pet parent act?
Answer: Feeding the dog
48. What five-letter word becomes shorter when you add two letters to the end of it?
Answer: Short
49. 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
50. Howard Stern is a proponent of what product, a stool that is placed next to the toilet 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
51. Take the brand name for the tablet made by Apple, add a five-letter synonym for a frock, and move the space between them. You now have what two-word term that means a unique identifier for a device on the Internet?
Answer: IP Address
52. "A man, a plan, a canal…!" What canal completes this palindrome?
Answer: Panama
53. "Who Shook Black Hells Highway" is a fake song title we just made by snatching words from hit songs by what Aussie rockers?
Answer: AC/DC
54. According to Merriam-Webster, “Warren,” “Web,” “Entanglement,” or “Maze” would also serve as suitable synonymous titles for what 1986 adventure film starring David Bowie as a Goblin King named Jareth?
Answer: Labyrinthine
55. What four-letter “L” word is a bobcat or a member of Minnesota’s WNBA team?
Answer: Lynx
56. "The Raging Irishman Departed New York Street" is a movie title pieced together using words from film titles by what director?
Answer: Martin Scorsese
57. "Elderberry Bennie and Tiny Philadelphia Crocodile Man" is a dumb song title that we made up by taking words from the titles of different singles by what bedazzled pop star?
Answer: Elton John
58. Living 250 to 500 years isn't unusual for a breed of shark named for what northerly country that anagrams to NERD ANGEL?
Answer: Greenland
59. What’s a word for a waste-moving organ of the body, a Central American currency, the surname of a Super Bowl XLIII winner, or a punctuation mark that can be of the semi-variety?
Answer: Colon
60. 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
61. Sounding strikingly similar to another zoological term for a bobcat, what five-letter word is a slang term for a golf course, or a pile of rings within a chain?
Answer: Links
62. What actor and director has a name that anagrams, quite appropriately, to "Old West Action?"
Answer: Clint Eastwood
63. Cobb County's Truist Park is the home stadium for what Major League Baseball team that anagrams to NAVAL BASE TART?
Answer: Atlanta Braves
64. Add a consonant to a word that describes something relating to the nervous system and you would get what seven-letter word starting with “N” that’s synonymous with “impartial,” “indifferent,” and “nonpartisan?”
Answer: Neutral
65. Oxford's 2023 Word of the Year was "rizz," which means style, charm or attractiveness. The American Dialect Society's word of the 20th Century was also a four-letter word that ended in two Zs. What genre-defining word was that?
Answer: Jazz
66. 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
67. Even if they're unelected non-smokers, a group of owls is known by what collective name that anagrams to PERT ANIMAL?
Answer: Parliament
68. "CHESS Comes for the Archbishop" by Willa Cather, "CHESS in Venice" by Thomas Mann, and "CHESS on the Nile" by Agatha Christie. What word did “CHESS” replace in each of these novels?
Answer: Death
69. 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
70. Sometimes known as the "fiddleback" for a violin-shaped marking on its thorax, what venomous arachnid anagrams to BRO, CRUEL NEWS?
Answer: Brown Recluse
71. 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
72. "When Versace Locked You Uptown" is a fake song title we just made by snatching words from hit songs by what Hawaiian pop star?
Answer: Bruno Mars
73. Since it’s a bit tricky to articulate, the phrase “Sheena leads, Sheila needs” is an example of what tricky alliterative word play?
Answer: Tongue twister
74. Harry Potter fans already know that there’s a spoiler in Tom Marvolo Riddle’s name—it’s an anagram for “I am…” what two words?
Answer: Lord Voldemort
75. What word, when pronounced differently, might be applied to a group of organized workers or a molecule without a net electrical charge?
Answer: Unionized
76. Lizard Flake aficionado Salem Saberhagen was the sassy American shorthair buddy of the title character on what late '90s sitcom that anagrams to BEWARE THEE SATANIC THING?
Answer: Sabrina the Teenage Witch
77. "Towering Yanks" is an apt anagram of what professional sports team that celebrated its 100th year of existence in 2025?
Answer: New York Giants
78. Add one letter to the name of a 2020 Pixar film starring Jamie Foxx and you'll get the name of which world capital city?
Answer: Seoul
79. What word means a fictitious prose narrative of book length, typically representing character and action with some degree of realism, and meaning interestingly new or unusual?
Answer: Novel
80. A mondegreen is when a word takes on a new meaning because it's consistently been misheard or misunderstood. For example, the unfortunate misheard Beatles lyric "The girl with colitis goes by" would certainly give “Lucy in the Sky With Diamonds: a whole new meaning. The line is actually, "The girl with" what kind of eyes?
Answer: Kaleidoscope
81. 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 words?
Answer: Garrison and Fort
82. "Jumper" and "How's It Going to Be" are '90s hits by what alt-rock band that anagrams to HIDDEN LIBERTY?
Answer: Third Eye Blind
83. Although Britney Spears herself grew up in a Southern Baptist church in Mississippi, her name anagrams to what plural word referring to a different denomination of Protestant Christians?
Answer: Presbyterians
84. “Why did Herbert Hoover want to stop after the last poker hand? Because he was against the New Deal.” This is an excellent example of what type of word play that exploits multiple meanings of a term?
Answer: Pun
85. "Burma" can be rearranged to form "Rumba,” but since the country changed its name to Myanmar, there is only one country that anagrams to a famous dance style. Name the country (whose capital is Nuku'alofa) and the dance (which appears in the NATO phonetic alphabet).
Answer: Tonga / Tango
86. At a quick glance, they do kinda look like they're dressed for a funeral. What Southern Hemisphere bird anagrams to PEEPING MOURNER?
Answer: Emperor Penguin
87. Named for a Nashville hotel and perfect for a pick-me-up, what American coffee brand anagrams to ME SEXUAL HOWL?
Answer: Maxwell House
88. If you could book a boat vacation for small cats of the family Felidae, it might share its name with what famous actor?
Answer: Tom Cruise
89. Take a four-letter word that means "to breathe heavily" and a five-letter word that means a type of robbery. Put them together and you get what word that means a person who worships all gods?
Answer: Pantheist
90. In classical music, what six-letter word means German art songs? It is a homophone for someone in a position of power, such as a president, a CEO, or a monarch.
Answer: Lieder
91. The combined letters in "Israel" and "Uganda" can be anagrammed to the names of which two pretty huge North African nations?
Answer: Algeria and Sudan
92. The plural form of a travel professional who is 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. What word is it?
Answer: Stewardesses
93. 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
94. 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
95. "Good Times and the Kashmir Immigrant" is a bad song title that we made up by taking words from the titles of different songs by what heavy classic rock band?
Answer: Led Zeppelin
96. "Eddie Van Deadpool and the Greatest Australia Swordfish" is a movie title pieced together using words from film titles starring what actor?
Answer: Hugh Jackman
97. Words like BEEF, BILLOWY, GHOST, and CHINTZ have their letters arranged in alphabetical order. What is the ONLY integer number that has this trait when spelled out in English?
Answer: Forty
98. What critically-acclaimed rock band, who formed as "On a Friday" in Oxfordshire in 1985, later chose a name that anagrams to IDEA HOARD?
Answer: Radiohead
99. 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
100. "The LIFE of Achilles" by Madeline Miller, "LIFE of Solomon" by Toni Morrison, "The Executioner's LIFE" by Norman Mailer, and "The Love LIFE of J. Alfred Prufrock" by T.S. Eliot. What word got replaced with “LIFE” in each of these works of literature?
Answer: Song
101. Perhaps explaining why there's no bridge from the mainland to there, what Asian island nation anagrams to RAIL SANK?
Answer: Sri Lanka
102. Contestants are required to combine two words, phrases, or names to form a single gobbledygook answer in one of the most common “Jeopardy!” word play categories of all time: what & After?
Answer: Before
103. 2009's "A Serious DOG", 1988's "Rain DOG", 1980's "The Elephant DOG", and 1952's "The Quiet DOG". What word did we replace with DOG in the titles of these Best Picture Oscar nominees?
Answer: Man
104. What plural word that describes something you might list during a job interview is the longest English word, at nine letters, with only one vowel?
Answer: Strengths
105. "Round Mound of Rebound" was a college nickname for what NBA All-Star whose name anagrams to SKY REACH BALLER?
Answer: Charles Barkley
106. Named for a Canadian mathematician, the top prize awarded by the International Mathematical Union is what natural-sounding award that anagrams to FIDDLE MEALS?
Answer: Fields Medal
107. If you add an "A" between the second and third letter of this five-letter animal, you get a homophone of the animal. What animal is it?
Answer: Horse
108. On the periodic table, the element with the shortest name in English (not symbol) has how many letters in it?
Answer: Three
109. Take a two-word phrase, five letters total, that means "be successful in life." Reverse the order of the two words and you get what 1996 Coen brothers movie?
Answer: Fargo
110. The name of what legendary singer-songwriter, who briefly removed his music from Spotify in protest of COVID misinformation on Joe Rogan's podcast, ironically anagrams to ONLINE GUY?
Answer: Neil Young
111. Take a word that means a type of yellow bird, then insert a nickname you might use for your father. What ginger ale brand do you get?
Answer: Canada Dry
112. What country is unusual in that, using English letters, the names of its largest and ninth-largest cities are anagrams of one another?
Answer: Japan
113. 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
114. Here’s one for linguists. In what language is the following phrase written in: “Sdrawkcab sti tub, hsilgne si siht”
Answer: English
115. When pronounced differently, what word might refer to a language of 45 million native speakers, or something you might pick up in the beauty aisle at CVS?
Answer: Polish
116. A "supervocalic" is a word or phrase, like SEQUOIA or MOUNTAIN DEW, that uses all five vowels once. What African nation is the only country in the world whose name is a supervocalic?
Answer: Mozambique
117. First, think of the British character who played Bilbo Baggins in Peter Jackson’s “Lord Of The Rings” films. Add a type of stove, and you get an alternate spelling of what country western standard?
Answer: Holm On The Range
118. What 2003 hit by the Yeah Yeah Yeahs, when the letters are reversed, becomes the subject of a song featured in a 1970 sketch by Monty Python?
Answer: Maps
119. The two blanks in this sentence can be filled with what two words, each of which is the other spelled backward? "I ... the day with weariness that morning, because someone had put ... in my coffee cup."
Answer: Faced, Decaf
120. What word, when pronounced differently, is an adjective meaning small, or a pretty small unit of measurement?
Answer: Minute
121. Although it has an alternate spelling, what high-scoring, two-letter word is the most commonly played Scrabble word according to North American Scrabble Players Association?
Answer: Qi
122. Taking their name from pouched animals, what kind of word contains another smaller word inside it? For example, “used” gets carried around inside “accustomed” and “act” gets carried by “action.”
Answer: Kangaroo
123. What word means both to restrict the movement of bonds or obstacles, and a large basket (usually with a cover) for packing, storing, or transporting items?
Answer: Hamper
124. What two state names cannot be spelled with a regulation bag of tiles from the English language version of Scrabble?
Answer: Kentucky, Connecticut
125. What word, meaning sad or disappointed, comes from the appearance of a certain anatomical structure on birds, and might best describe someone who has dropped their tube of toothpaste?
Answer: Crestfallen
126. 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 around another object?
Answer: Revolution
127. “I love whiteboards, they’re remarkable!” is a non-sexy example of what type of wordplay where a word or phrase can be interpreted in more than one way?
Answer: Double entendre
128. 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
129. Anagrams are a great art! In fact, the word ANAGRAMS is an anagram of what Latin phrase meaning "great art?"
Answer: Ars Magna
130. This question will definitely have you seeing double. What is the only word in the English language that has three lots of double letters in a row?
Answer: Bookkeeper
131. A "contronym" is a word that can have two distinctly opposed meanings. What word, which means both something like "strangely optimistic" and "bloodthirsty," is one such contronym?
Answer: Sanguine
132. There is a five-letter word. You remove the first letter and it forms a four-letter word. You then remove the first letter of that word to form a three-letter word. If the three-letter word, four-letter word and five-letter word all mean the same thing, what was the original five-letter word?
Answer: Alone
133. 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
134. In Scrabble, J is worth 8, A is worth 1, and Z is worth 10. So, how many points is the word “Jazz” using a standard Scrabble set of tiles?
Answer: 19
135. A saying attributed to Jesus, and the disrespect from a honey insect. Both can help you form what word?
Answer: Beatitude
136. What term describes a pair of words with the same spelling, but they’re not pronounced the same and they don’t mean the same thing? Think “lead” and “tear.”
Answer: Heteronyms
137. According to a famous Spoonerism (a speech error where sounds are swapped between words), "The Lord is" what kind of pushy African cat?
Answer: A Shoving Leopard
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