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Grammar Rules We All Learned That Are Actually Wrong

Annie Cosby
January 05, 2025 | 3 min read

If you've ever talked to me for longer than 5 minutes, you've probably heard me say my absolute favorite lesson from my English degree: "Language is fluid."

What exactly does that mean? It means that all of language is made up. It changes constantly based on common usage, popular communication methods, and the world at large.

Yes, your third-grade English teacher lied to you. We all learn a ton of grammar rules that are outdated, mere rumors, or just plain wrong.

English — and all active languages — are constantly evolving, reflecting the ever-changing world around us.

The Fluidity of Language

What’s considered correct grammar today might be outdated or rejected completely tomorrow, and grammar rules shift to accommodate how we communicate.

These changes are influenced by everything from technology (think of texting-speak lol) to globalization (we often "borrow" words from other languages). Social media, for example, has accelerated linguistic change, with abbreviations, emojis, and informal tone becoming widely accepted in both casual and professional settings. Heck, words are added to the dictionary all the time!

Grammar, too, isn’t a rigid set of rules, but a flexible framework that adapts to how people actually speak and write. What was once deemed "incorrect" can become standard over time, as usage patterns become more widespread.

This fluidity makes language both fascinating and challenging, as it reflects not only how we express ourselves but also how we shape and are shaped by the world around us. It also means grammar enthusiasts have to keep up with the times, or risk being wrong.

English Grammar Rules You're Getting Wrong

Here are a few of my favorite English-language grammar "rules" ... that are actually wrong.

1. Ending a Sentence with a Preposition

If you, like me, have ever been corrected by an English teacher when you ended a sentence with a preposition, you probably wasted a good deal of time trying to rewrite the sentence and ended up with something convoluted:

Grammar is nothing to be afraid of.
Grammar is nothing of which to be afraid.

In which case you might be annoyed to learn that you absolutely can end a sentence with a preposition in the English language.

In fact, this is actually a rule from Latin that 17th-century grammarians arbitrarily applied to English for reasons lost to history. They started writing about it, and people believed them.

Seriously.

Learn more about it in this article from Merriam-Webster, one of the most influential and best-known English dictionaries.

 

2. "My Brother & I"

"The same fourth-grade teacher taught my brother and me."

"You mean 'my brother and I.'"

No, I don't. (This is an actual conversation I had recently.)

This over-correction is so common, you'll even see it in published works quite frequently. Why? It's pretty simple:

At some point as a kid, you probably started a sentence with "My mom and me ..." And were promptly corrected: "Actually, it's 'My mom and I...'"

We all had an experience like this early on and duly applied it everywhere:

"The dog is coming with you and I to the park."
"This party is only for my friends and I."
"Will you teach my daughter and I how to play piano?"

But that's applying the rule wrong. To get technical about it, I is subjective — it's used as the subject of a sentence, while me is objective — used as an object.

This is a fun one to learn just for the satisfaction of correcting someone who tries to incorrectly correct you.

 

3. Singular "They"

Think twice before you try to argue against this one. It's pretty straightforward.

While using "they" in a nonbinary sense may be relatively modern, the use of the word in the third-person singular is not only not wrong, it's decidedly not new.

In fact, the Oxford English Dictionary has traced the use of the singular they all the way back to 1375, in a romance called William and the Werewolf.

You know what else used to be a plural pronoun that became singular? You. Yes, you.

TLDR: Werewolves and the singular "they" — neither are new to English literature. So leave users of they alone unless you're going around still using thou.

 

 

4. A vs. An

This is one of my favorites because native English speakers usually do it correctly when speaking but don't even know they're doing it so they sometimes get it wrong when writing. 

Most of us learned that the rule for whether to use "a" or "an" before a word is based on whether the word starts with a consonant or vowel.

I'm about to blow your mind: That's not the rule.

The actual rule for choosing "a" vs. "an" before a word is whether that word starts with a vowel or consonant sound.

After all, you would say "an umbrella" but also "a useless umbrella." Likewise, you'd talk about "a home" but spend "an hour" doing something.

Nifty, huh?

September 10, 2025 3 min read

The Freewrite 500 Writing Contest — Terms and Conditions

Last Updated: 10-09-2025

By submitting an entry to The Freewrite 500 Writing Contest (the “Contest”), you agree to abide by the following Terms and Conditions.

1. Organizer

The Contest is organized by Freewrite, a brand owned and operated by Astrohaus, Inc. (hereinafter referred to as “Freewrite”, “we”, “our”, or “us”).

2. Eligibility

  • The Contest is open to individuals who are 18 years of age or older at the time of entry.

  • Employees of Freewrite, the Flash Fiction Institute, and their immediate families are not eligible to enter.

  • Void where prohibited by law.

3. How to Enter

  • Entries must be submitted through the official entry form to be made available on Friday, September 22.

  • Entries must be original works of flash fiction no longer than 500 words.

  • Only one entry per person is allowed.

  • Entries must be written in English.

  • The deadline for submission is 11:59 p.m. EST on September 22, 2025. Late or incomplete entries will not be accepted.

4. Entry Requirements

  • Submissions must be the entrant’s own original work and must not have been previously published, including on personal blogs or social media.

  • Entries must not contain any material that is obscene, offensive, defamatory, or otherwise inappropriate.

  • By entering, you confirm that your submission does not infringe on any third-party rights, including copyright, trademark, or privacy rights.

5. Judging and Winner Selection

  • All eligible entries will be judged by a panel of reviewers affiliated with Freewrite and the Flash Fiction Institute.

  • Judging criteria include length, creativity, and adherence to theme, and overall quality of writing.

  • The winner will be notified via email.

6. Prize

  • The winning entry will be published on both the Freewrite Blog and the Flash Fiction Institute Blog.

  • The winner will receive recognition across Freewrite and Flash Fiction Institute's social media platforms.

  • No cash prizes will be offered. Prizes include a Freewrite Traveler, a Words Are Hard writing prompt deck, publication on the Freewrite blog and the Flash Fiction Institute blog, and a free flash gym session hosted by the Flash Fiction Institute.

7. Rights and Usage

  • By entering the contest, entrants grant Freewrite and the Flash Fiction Institute first publication rights. This means Freewrite and the Flash Fiction Institute have a non-exclusive, royalty-free, worldwide license to publish, reproduce, and distribute the submitted entry in connection with the promotion of the Contest, including on their websites, blogs, email newsletters, social media channels, and more.

  • After initial publication, all rights revert back to the author, who is then free to republish or distribute their work elsewhere. However, we request that any subsequent publication acknowledges Freewrite and the Flash Fiction Institute as the original place of publication.

  • The winning author will be credited by name or preferred pen name when their work is published.

8. Privacy

  • Personal information collected during the entry process will be used only for the administration of the Contest and in accordance with Freewrite’s Privacy Policy.

  • Entrants may be contacted by Freewrite regarding their submission or related opportunities.

9. Disqualification

Freewrite reserves the right to disqualify any entry that:

  • Violates these Terms and Conditions,

  • Is found to contain plagiarized material,

  • Is deemed offensive or inappropriate,

  • Is submitted by someone ineligible.

10. Limitation of Liability

Freewrite is not responsible for:

  • Lost, late, incomplete, or misdirected entries;

  • Technical failures of any kind;

  • Any injury or damage to persons or property related to participation in the Contest.

11. Governing Law

These Terms and Conditions shall be governed by and construed in accordance with the laws of the State of [Insert State], without regard to its conflict of laws principles.

12. Contact

For any questions regarding the Contest, please contact us at:
📧 hello@getfreewrite.com.

September 10, 2025 1 min read

One blank page. 500 words. Zero fear. Let’s see what happens when you stop thinking and just go. It's the Freewrite 500, presented in collaboration with the Flash Fiction Institute.

August 22, 2025 3 min read

Most of us are surrounded by screens all day. To get your writing done, take writer Shannon Liao's advice and unplug.