1Anathema
Betsy FarrellThere are too many As for this one to roll off the tongue easily, and if you're wondering what it means, you're not alone. Anathema — that is, someone or something intensely disliked — is in the top 1% of looked-up words on Merriam-Webster.
2Anemone
Betsy FarrellEven Nemo couldn't pronounce this word in the Pixar movie — and he lives in one! If you can get through the first two syllables, you're in the clear.
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3Antarctic
Betsy FarrellThose double Cs spell trouble. Just like the similarly named Arctic, the southern pole often gets renamed the Ant-ART-tic.
4Antidisestablishmentarianism
Betsy FarrellFor most people, it's the longest word they know. For others, it's a bona fide tongue twister at a whopping total 28 letters and 13 syllables. (Psst, it means being opposed to the withdrawal of state support from an established church.)
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5Asterisk
Betsy FarrellLinguists know that pesky metathesis makes this typographical symbol hard to say. Metathesis? That's when people accidentally rearrange sounds or syllables in a word, like a toddler saying spaghetti as "pasketti." In this case, it's the final S and the K that do a little switcheroo, coming out as "asteriks."
6Brewery
Betsy FarrellNo, it's not just the booze talking. Discussing beer-making bars while sober is hard enough thanks to that tricky middle syllable.
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7Cavalry
Betsy FarrellMetathesis strikes again! It doesn't help that many people also confuse cavalry (armed forces on horseback) with the place Calvary, as in the Bible.
8Comfortable
Betsy FarrellIt's so, so easy to skip that "tuh" sound, but just because you're relaxing doesn't mean you should give up on enunciation.
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9Defibrillator
Betsy FarrellDissimilation is another linguistic phenomenon you can blame mispronunciations on. That's when similar consonants or vowels in a word become less alike, e.g. defibrillator becoming "defibyulator."
10Deteriorate
Betsy FarrellThe first R in deteriorate gets the same treatment. You could try to say it correctly, or just pick one of many, many synonyms instead: decay, decline, degenerate, devolve ... and that's just the Ds!
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11Explicit
Betsy FarrellTake heart. Almost everyone sounds like they have a lisp when they pronounce explicit.
12Exponentially
Betsy FarrellSometimes exponentially get exponentially harder to say the more you try to say it.
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13February
Betsy FarrellHere's another case of dissimilation, except people mispronounce this month so often that many dictionaries accept it either way. According to Merriam-Webster, "The \y\ heard from many speakers is not an intrusion but rather a common pronunciation of the vowel U after a consonant, as in January and annual."
14Floccinaucinihilipilification
Betsy FarrellAt 29 letters, floccinaucinihilipilification has earned the unofficial title of the longest non-technical word in the English language. Don't let its length fool you. It simply means the act or habit of estimating something as worthless.
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15Ignominious
Betsy FarrellCNN anchor Jake Tapper recently used this word on air and quickly prompted a 4,695% surge in lookups on Merriam-Webster. A synonym for dishonorable or despicable, it's perfect for talking about controversial politics — if you're brave enough to say it, that is.
16Isthmus
Betsy FarrellThose double Ss are absolutely killer. Thankfully, most people don't live on narrow strips of land and can ignore the geographical term altogether.
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17Library
Betsy FarrellLibrary (not "liberry") is so hard to say that Merriam-Webster can cite files where even college presidents and professors use the dissimilated form.
18Massachusetts
Betsy FarrellThe historic state name comes from the native people's Algonquian word, according to the Online Etymology Dictionary. But for people outside of New England, that last S has the unfortunate tendency to turn into an "sh" sound.
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19Often
Betsy FarrellYou may use this common word often enough, but if you're saying it as "off-ten," you're technically in the wrong. Merriam-Webster prefers the T-less version since it better reflects the evolution from its Middle English roots.
20Onomatopoeia
Betsy FarrellBuzz, hiss, splash, meow — those so-simple words all are perfect examples of onomatopoeia, which is the act of naming something similar to the sound associated with it. Good luck saying — and spelling — this doozy!

Caroline is a writer and editor with almost a decade of experience. From 2015 to 2019, she held various editorial positions at Good Housekeeping, including as health editor, covering nutrition, fitness, wellness, and other lifestyle news. She's a graduate of the Medill School of Journalism and dreams of the day Northwestern will go back to the Rose Bowl.
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