
If you have ever had a red pen slashed across a perfectly natural sentence because you dared to end it with a preposition or split an infinitive, you have been on the receiving end of a grammar myth. Most of these supposed rules were cooked up by a handful of 18th- and 19th-century prescriptivists who admired Latin and tried to jam English — a Germanic language with different mechanics entirely — into a Latin-shaped box. Centuries later, the great English writers routinely flout these pseudo-rules and nobody notices, yet the rules themselves lumber on through school syllabi, style memos, and grammar-check plug-ins. Below are ten of the most stubborn, with a look at where each one came from and why it deserves a quiet retirement.
Table of Contents
- 1. Prepositions at the End Are Fine
- 2. Split Infinitives Are Allowed
- 3. You Can Start Sentences with "And" or "But"
- 4. Singular "They" Is Standard English
- 5. The Passive Voice Has a Job
- 6. Sentence-Modifying "Hopefully" Is Legitimate
- 7. One-Sentence Paragraphs Work
- 8. "None" Is Not Always Singular
- 9. "Who" vs. "Whom" Is Mostly Optional
- 10. Double Negatives Have a History
1. Prepositions at the End Are Fine
Of all the zombie rules in English, this one takes the trophy for longevity. It traces back to the poet John Dryden, who in 1672 criticized Ben Jonson for ending clauses with prepositions, arguing that Latin would never allow such a thing. The trouble is that English is not Latin and never has been. English belongs to the Germanic family, where dangling a preposition at the end of a question or relative clause is completely idiomatic. "Who did you go with?" is how people actually speak.
There is a well-worn anecdote, probably invented, about Winston Churchill scribbling in the margin of a stuffily edited memo: "This is the sort of bloody nonsense up with which I will not put." Real or not, the line captures the problem — contorting English to dodge a final preposition almost always produces something worse than the original. Canonical writers from Chaucer to Jane Austen to Zadie Smith have ended sentences with prepositions for centuries without flinching. The Chicago Manual of Style, Merriam-Webster's Dictionary of English Usage, the AP Stylebook, and every reputable modern guide treats the "rule" as folklore.
There are still moments when a bit of reordering sharpens a sentence, especially in very formal prose. That is a judgment call about tone, not a grammar requirement. If someone corrects your trailing preposition as an outright error, you can quietly thank Dryden and keep writing the way actual English speakers do.
2. Split Infinitives Are Allowed
The ban on split infinitives is another Latin-envy rule. In Latin, an infinitive is a single word — amare, videre, scribere — so there is literally nothing to split. English infinitives, by contrast, come in two pieces (the particle "to" plus the verb), and dropping an adverb in between has been standard practice in English prose since at least the 1300s.
Consider the sentence "The committee decided to quickly implement the new policy." Shuffle the adverb elsewhere and the meaning shifts: "The committee decided quickly to implement the new policy" suggests the decision itself was fast; "The committee decided to implement the new policy quickly" is fine but changes the emphasis. The split version is often simply the clearest option. Star Trek's iconic "to boldly go where no man has gone before" would lose its meter (and its cultural footprint) if rearranged.
Fowler's Modern English Usage, the Cambridge Grammar of the English Language, and the Oxford English Grammar all treat split infinitives as perfectly grammatical. The prohibition first appeared in an anonymous magazine article in 1834, which is to say yesterday in linguistic terms. You are welcome to avoid splits in ultra-formal contexts if house style demands it, but recognize the choice for what it is: a stylistic preference, not a rule of English.
3. You Can Start Sentences with "And" or "But"
Plenty of adults carry this one around from third grade, where teachers discourage fragments and the habit of stringing clauses together with "and ... and ... and." That makes pedagogical sense for seven-year-olds, but it was never a rule of English grammar.
The King James Bible opens book after book with sentences that begin with "And." Genesis alone offers: "And God said, Let there be light: and there was light. And God saw the light, that it was good." Shakespeare does it. Dickens does it. Toni Morrison does it. Pick any respected novelist or journalist and you will find sentence-initial conjunctions on nearly every page.
The Chicago Manual of Style states outright that there is no valid prohibition here and notes that the technique is used by "the bulk of good writers." Leading a sentence with "But" can signal a sharp turn in the argument. Starting with "And" can keep momentum flowing between related ideas. The only real caution is variety: if every other sentence opens this way, the prose can feel thin or breathless. That, again, is a style consideration, not a matter of correctness.
4. Singular "They" Is Standard English
Singular "they" turns up in the Wycliffe Bible, in Chaucer, in Shakespeare, and in Jane Austen. It has been part of ordinary English for roughly seven hundred years. The notion that it must be plural-only is a comparatively recent invention, pushed by 18th- and 19th-century grammarians who preferred the so-called generic "he" — a preference that quietly assumed the default human was male.
In casual speech, nobody hesitates over "If anyone calls, tell them I'll be back after lunch." The grammar feels seamless because English has never had a widely accepted gender-neutral singular pronoun, and "they" has been filling that slot for centuries. Even writers who claim to reject it tend to slip into it when they are not watching themselves.
Merriam-Webster chose singular "they" as its 2019 Word of the Year, highlighting its expanded use as a pronoun for non-binary individuals. The AP Stylebook, the APA, the Chicago Manual, and major newsroom style sheets now all bless singular "they" in both generic and specific reference. The empirical case against it collapsed a long time ago; what remains is habit.
5. The Passive Voice Has a Job
Blanket hostility toward the passive voice is probably the most quoted piece of bad writing advice in English. The passive is a normal grammatical construction that does things the active voice cannot do as cleanly. George Orwell's "Politics and the English Language" did the most to popularize the ban — and, famously, Orwell used passives throughout the very essay in which he argued against them, because at certain moments the passive is the better choice.
Several common situations call for it naturally. In scientific writing, "The samples were incubated at 37°C" keeps the focus on the experiment rather than the researcher. When the agent is unknown, the passive is nearly mandatory: "The warehouse was broken into overnight." When you want to spotlight the recipient instead of the performer, the passive puts the right noun first: "The Pulitzer was awarded to a journalist from Kansas City." And passives can maintain topic continuity across sentences, keeping paragraphs from feeling jerky.
The real failure mode is a different one: using the passive to dodge responsibility ("Errors were made in the processing of your account") or piling it on where a direct active sentence would serve better. Skilled writers choose between active and passive based on what each sentence actually needs. Treating the passive as an enemy of good prose is as silly as swearing off semicolons.
6. Sentence-Modifying "Hopefully" Is Legitimate
The long-running grudge against sentences like "Hopefully, the rain holds off" was one of the louder style wars of the 20th century. Purists insisted that the sentence should be recast as "It is to be hoped that the rain holds off" or "I hope the rain holds off," on the grounds that an adverb must attach to a verb.
The trouble is that English has a whole class of adverbs that comment on an entire sentence rather than a single verb: frankly, mercifully, honestly, thankfully, unfortunately, obviously, clearly. Nobody complains about "Frankly, the meeting was a disaster" even though "frankly" is not describing the manner in which the meeting was a disaster. "Hopefully" in its disputed sense works exactly the same way, and the objection turns out to be a selective prejudice rather than a linguistic principle.
The AP Stylebook lifted its ban in 2012. Merriam-Webster has listed the sentence-adverb meaning for decades. The Cambridge Grammar of the English Language calls the complaint groundless. A few holdouts will still wince, but the argument is, for practical purposes, settled.
7. One-Sentence Paragraphs Work
This rule is a classroom convenience that has no bearing on how good writing actually behaves. Pick up any newspaper, any magazine feature, any contemporary novel, and you will find single-sentence paragraphs everywhere. They are a standard tool of the trade.
They do specific work. A one-sentence paragraph creates emphasis by isolating a point so readers cannot glide past it. It inserts visual air into dense columns of text, which helps readability on screens and paper alike. It controls pacing in storytelling, delivering a sudden beat of quiet or speed. It flags a pivot between sections. And it lands punchlines with maximum force.
The "minimum three sentences" guideline exists for the same reason as the warning against starting with "But" — it is a set of training wheels to help novice writers push past stubby fragments and learn to develop their ideas. Beyond that stage, a paragraph should be exactly as long as the idea inside it demands. Sometimes that is a page. Sometimes it is five words.
8. "None" Is Not Always Singular
"None" has taken both singular and plural verbs for the entire documented history of English. It descends from the Old English nān, which could mean "not one" but also "not any," and both senses have coexisted ever since. Pick whichever reading fits: "None of the soup is left" leans singular because you are picturing the soup as a mass; "None of the applicants were shortlisted" leans plural because you are picturing the applicants as a group.
The Oxford English Dictionary, Merriam-Webster, Garner's Modern English Usage, and the Cambridge Grammar of the English Language all confirm that either verb form can be correct depending on what you want to emphasize. The claim that "none" must always be singular rests on a folk etymology that ignores its actual history. In modern usage, plural agreement with "none" is more common and often sounds more natural. Choose the one that matches your meaning and move on.
9. "Who" vs. "Whom" Is Mostly Optional
"Whom" is a survivor from an older, more heavily inflected English. Old English had separate forms of pronouns for subjects, objects, and indirect objects, and most of that case system wore away over the centuries. "Whom" is one of the last holdouts, and it is slowly going the way of "thee" and "thou."
In day-to-day speech and most informal writing, "who" has quietly taken over both jobs. Linguists who track usage find that even attentive, well-read speakers regularly say "Who did you talk to?" without a second thought. Hypercorrections in the other direction — "whom" dropped in where "who" belongs, as in "Whom shall I say is calling?" — now outnumber traditional "correct" uses in many contexts, a sign that native intuition for the distinction has faded.
None of this means "whom" is dead or that anyone who uses it is showing off. Formal legal writing, academic papers, and old-fashioned letters still deploy it as a marker of care and register. What is no longer defensible is treating a casual "who" as a grammar error. English is gradually flattening the distinction the same way it flattened the one between "thou" and "you," and anyone who insists otherwise is swimming against centuries of current.
10. Double Negatives Have a History
The idea that negatives cancel each other comes from arithmetic, not from how any natural language actually works. French ("ne ... pas"), Spanish ("no ... nada"), Italian ("non ... niente"), Russian, Greek, and a long list of other languages use multiple negation as their standard way of signaling a negative. So did earlier stages of English. Chaucer's description of a knight, "He nevere yet no vileynye ne sayde," piles up four negatives to intensify the negation, not to flip it around.
The prohibition entered formal English in 1762, when Bishop Robert Lowth published a grammar arguing that English should mirror mathematical logic. That idea caught on with the educated classes and eventually became a social marker: standard English dropped multiple negation, while many regional and working-class dialects kept it. The aversion is therefore a social and rhetorical convention, not a defect in the underlying grammar.
For most formal writing today, double negatives of the "I don't know nothing" variety are still best avoided because readers will file them under nonstandard. Rhetorical double negatives are a different case: the figure called litotes — "She's not unintelligent," "This is no small matter" — is a respected stylistic device. Knowing the difference between a grammatical rule and a class-tinted convention lets you use both on purpose instead of by accident.
Why These Fake Rules Won't Go Away
Several forces keep these myths alive. They get handed down in classrooms by teachers who were taught them the same way, which means each generation inherits the problem. They become social shibboleths, small tribal signals that let the initiated recognize one another by their willingness to twist a sentence to avoid a trailing preposition. They show up in old grammar handbooks and in automated grammar checkers, which treat 18th-century folklore as settled fact. And they scratch a psychological itch — the desire for language to follow crisp, universal rules instead of being the messy, evolving, context-dependent thing it actually is.
Recognizing which "rules" are myths frees you to write with purpose instead of fear. The real rules of English — subject-verb agreement, parallel structure, pronoun clarity, consistent tense — are worth taking seriously because they help readers follow your thinking. The fakes examined here do the opposite, nudging writers toward sentences that feel stiff, anxious, or needlessly ornate. Aim for clarity and honesty, let the language carry your meaning, and ignore the well-meaning person at the next desk who wants you to stop ending your sentences with prepositions.
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