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10 Grammar and Punctuation Rules to Always Remember

December 11, 2018 | 6 min read

The English language, cobbled together over centuries from Germanic, Scandinavian, Latin, French and Greek sources, is a minefield of confusing (and often contradictory) rules. So it’s no wonder that writers frequently struggle with the correct use of words and punctuation. However, most readers will agree that writing littered with errors comes across as sloppy and unprofessional, damaging their trust in the message and the author.

To help you improve your writing, here’s a list of some of the most common mistakes that writers make, and tips on how to avoid them. 

1. Apostrophes

Apostrophes have two main uses – in contractions and to show possession. They’re quite different, so we’ll cover each one separately.

Contractions: A contraction is where you take two words and combine them, missing out a letter or two along the way.

Should not = shouldn’t
I have = I’ve
We will = we’ll

Generally, wherever the missing letters are, that’s where the apostrophe goes. You can also apply this rule if you’re writing dialogue where someone cuts off the beginning or end of a word, like ‘ello, or nothin’.

Possessives: A possessive apostrophe is used to show ownership. It’s done by placing ‘s after the noun.

I am walking Pete’s dog this morning.
I need to buy a gift for my sister’s birthday.
The children’s bus was late again.

Things get slightly more confusing, however, if the noun already ends in an s. In this case, you need to consider how you would say it out loud. If you would add an es sound to the end of the word, then you write it with ‘sat the end.

I was summoned to the boss’s office.
The bus’s tire was completely flat.
Dennis’s parties were legendary.

However, if you wouldn’t add an es sound to the end of the word, then a lone apostrophe is appropriate.

I am walking my parents’ dog this morning.
The kids’ hamster had five babies.
The Hastings’ roses are magnificent this year.

When not to apostrophize

Don’t forget that apostrophes have no place in ordinary plural nouns, like bananas, toys, or megabytes. An apostrophe in an ordinary plural is sometimes called a “greengrocer’s apostrophe” because it could often be found on signs in fruit and vegetable shops. Apostrophes also don’t need to be used in dates or acronyms.

I was born in the 1970s.
Nobody uses CDs anymore.

The exception is if you’re omitting letters or numbers or using the apostrophe possessively.

The ‘80s produced some amazing music.
Landing a probe on Mars was one of NASA’s greatest achievements.

You also never use an apostrophe in a possessive pronoun.

Theybecomes theirs
Her
becomes hers
It
becomes its

2. Semicolons

Much confusion surrounds the use of the semicolon, but it’s actually quite simple to utilize. It only has two functions.

The first is to join two related clauses in a sentence. There are three conditions of use: both parts of the sentence must be able to stand alone, they need to relate to each other somehow, and they need to be of equal weight. For example:

I love Hawaiian pizza; the pineapple tastes amazing.
I burned my tongue on the pizza; the pineapple was too hot.

If you put a coordinating conjunction between the two clauses (and, but, for, nor, or, so, yet), then you would replace the semicolon with a comma.

The other use of a semicolon is when you’ve got a long sentence, and you’re listing groups of items. To prevent reader confusion, you can use a semicolon between each group. For example:

My son needs a lot of things for his first day of school: pens, pencils and markers; exercise books, writing pads and binders; and erasers, paperclips and a calculator.

3. Oxford Commas

The Oxford comma (aka serial comma or Harvard comma) is the comma that occurs before the and in a list. The second comma in the list below is the Oxford comma.

I like pizza, cake, and chocolate.

For such a small piece of punctuation, it has generated a lot of debate. Many style guides now prescribe that the Oxford comma should be omitted. At the same time, it has a lot of very vocal fans who insist it should be retained. If you don’t have a set style to follow, there’s no definitive rule beyond being consistent with whichever method you choose to follow. Most of the time, taking out the Oxford comma has no detrimental effect on the structure of a sentence.

However, there are occasions where omitting the Oxford comma leads to ambiguity and, in those cases, it should always be used. For example, here’s a real-life quote:

Amongst those interviewed were Merle Haggard’s two ex-wives, Kris Kristofferson and Robert Duvall.

Without the final comma, the sentence appears to suggest that Merle Haggard was married to both Kris Kristofferson and Robert Duvall. The use of an Oxford comma would have made it obvious that this was a list of four separate interviewees.

So, if you have no set style guide to follow, the choice to deploy the Oxford comma rests with you – but if you prefer not to use it, make sure its omission doesn’t change the meaning of your sentence.

Next, let’s look at commonly mixed-up words. Most of these are words that sound the same but have different applications.

4. Your/you’re

Your = it belongs to you.
Your library book is overdue.

You’re = the shortened version of ‘you are’.
You’re welcome.

When in doubt: Try replacing the word with you are. If it doesn’t fit, then use your.

5. There/they’re/their

There = a place.
Put it over there.

They’re = the shortened version of ‘they are’.
They’re going to be late.

Their = belongs to them.
The couple enjoyed their pizza.

6. To/too

To is a preposition with many meanings, including “towards” and “until”.
Let’s walk to the bus. It should get here at five minutes to midday.

Too is an adverb that means “also” or “very”.
I want to catch the bus, too, but I am too tired to walk there.

7. Who’s/whose

Who’s = the shortened version of “who is”.
Who’s that?

Whose = belonging to who?
Whose bag is this?

When in doubt: Try replacing the word with who is. If it doesn’t fit, use whose.

8. It’s/its

It’s = the shortened version of it is.
It’s a beautiful day.

Its = belonging to it
The cat swished its tail.

When in doubt: Try replacing the word with it is. If it doesn’t fit, use its.

9. Less/fewer

Both less and fewer mean the same thing, but they are not interchangeable. There’s a fairly simple way to work out which one you should be using.

Less is for situations when you’re using words that don’t normally have a plural, aren’t made plural by adding an s,and cannot be counted. Examples of this include water, rain, and traffic.

There was less water in the bath than I expected.
I had hoped for less rain today.
If more people caught the bus, there would be less traffic.

Lessis also used when referring to numbers, either on their own or in measurements of time, distance or weight.

The bus will arrive in less than five minutes.
It is less than a mile away.
The pizza recipe uses less than 12oz of flour.

On the other hand, fewer is used for items that can be counted or made plural by adding an s, like cats, jobs, and roses.

There are fewer cats in the neighborhood since the dog moved in.
The rise in automation means there are fewer jobs available.
This summer we have fewer roses in our garden.

When in doubt: See if you can add a number to the word. You can’t say “there is five traffic,” so you would use less. You can say “there are three pizzas,” so you would use fewer.

10. Everyday/every day

People tend to write this as one word. However, that changes the meaning.

Everyday = common, usual.
I’m wearing my everyday clothes.

Every day = each day.
The Queen doesn’t wear a tiara every day.

When in doubt: Replace everyday with each day. If the meaning of the sentence remains intact, then you need to write everyday as two separate words.

Given the complexity of the English language, there are exceptions to most of these rules. However, the ones we’ve outlined here will apply to most instances where you need to use these punctuation marks and words. Are there any writing mistakes we've left out that drive you nuts?  Let us know in the comments section below!  


 

About the author:

Claire Wilkins is a freelance copywriter and editor from New Zealand. She loves to write about travel, health, home, and proper punctuation. After a career in financial services spanning almost three decades, Claire left the corporate world behind to start Unmistakable - her writing and editing business. She creates website copy, blogs, and newsletters for creative agencies and small businesses, and specialises in polishing existing content until it shines. In her spare time, Claire enjoys cloud-spotting, singing in the car and editing video. You can find her at www.unmistakable.co.nz and https://www.facebook.com/UnmistakableNZ/.

March 22, 2026 3 min read

If you're new here, freewriting is “an unfiltered and non-stop writing practice.” It’s sometimes known as stream-of-consciousness writing.

To do it, you simply need to write continuously, without pausing to rephrase, self-edit, or spellcheck. Freewriting is letting your words flow in their raw, natural state.

When writing the first draft of a novel, freewriting is the approach we, and many authors, recommend because it frees you from many of the stumbling blocks writers face.

This method helps you get to a state of feeling focused and uninhibited, so you can power through to the finish line.

How Freewriting Gives You Mental Clarity

Freewriting is like thinking with your hands. Some writers have described it as "telling yourself the story for the first time."

Writing for Inside Higher Ed, Steven Mintz says, “Writing is not simply a matter of expressing pre-existing thoughts clearly. It’s the process through which ideas are produced and refined.” And that’s the magic of putting pen to paper, or fingertips to keyboard. The way you learned to ride a bike by wobbling until suddenly you were pedaling? The way you learned certain skills by doing as well as revising? It works for writing, too.

The act of writing turns on your creative brain and kicks it into high gear. You’re finally able to articulate that complex idea the way you want to express it when you write, not when you stare at a blank page and inwardly think until the mythical perfect sentence comes to mind.

Writing isn’t just the way we express ideas, but it’s how we extract them in the first place. Writing is thinking.

Or, as Flannery O'Connor put it:

“I write because I don't know what I think until I read what I say.”

Writing isn’t just the way we express ideas, but it’s how we extract them in the first place. Writing is thinking.

 

Freewriting to Freethinking

But how and why does it work? Freewriting makes fresh ideas tumble onto the page because this type of writing helps you get into a meditative flow state, where the distractions of the world around you slip away.

Julie Cameron, acclaimed author of The Artist’s Way, proposed the idea that flow-state creativity comes from a divine source. And sure, it certainly feels like wizardry when the words come pouring out and scenes seem to arrange themselves on the page fully formed. But that magic, in-the-zone writing feeling doesn’t have to happen only once in a blue moon. It’s time to bust that myth.

By practicing regular freewriting and getting your mind (and hands) used to writing unfiltered, uncensored, and uninterrupted, you start freethinking and letting the words flow. And the science backs it up.

According to Psychology Today, the dorsolateral prefrontal cortex goes quiet during flow state. This part of the brain is in charge of “self-monitoring and impulse control” – in other words, the DLPFC is the tiny home of your loud inner critic. And while that mean little voice in your head takes a long-overdue nap, you’re free to write without doubt or negative self-talk.

“With this area [of the brain] deactivated, we’re far less critical and far more courageous, both augmenting our ability to imagine new possibilities and share those possibilities with the world.”

Freewriting helps us connect with ourselves and our own thoughts, stories, beliefs, fears, and desires. But working your creative brain is like working a muscle. It needs regular flexing to stay strong.

So, if freewriting helps us think and organize our thoughts and ideas, what happens if we stop writing? If we only consume and hardly ever create, do we lose the ability to think for ourselves? Up next, read "Are We Living through a Creativity Crisis?"

 

Learn More About Freewriting

Get the ultimate guide to boosting creativity and productivity with freewriting absolutely free right here.You'll learn how to overcome perfectionism, enhance flow, and reignite the joy of writing.

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March 16, 2026 2 min read

Picturethis. Imaginetryingtoreadapagethatlookedlikethis,withnospacestoseparateonewordfromthenext. No pauses. No breath. Just an endless procession of letters that your brain must laboriously slice into meaning, one syllable at a time.

March 04, 2026 1 min read

Teachers inspire the next generation of writers — and we want to support that work.

Educators: Enter for a chance to win a classroom set of distraction-free drafting tools designed to help students focus on writing instead of screens.

One selected educator will receive a classroom set of 5 Freewrite Alpha devices to pilot with their students.

LEARN ALL ABOUT USING FREEWRITE IN THE CLASSROOM HERE.

ENTER HERE:


 

Make sure to submit your entry by the end of the day on Tuesday, March 31.

Eligibility

This giveaway is open to U.S. teachers and educators age 18+ currently employed at an accredited K–12 school, college, or educational institution. Read the full terms and conditions here.

Limit one entry per person.