The English language is filled with spelling booby traps that are just waiting to trick the unwary.

Unfortunately, while we don’t usually get extra credit for correctly writing emails, sales copy, etc.; mistakes in basic grammar can cost us credibility points with precisely those people we wish to impress with our abilities and expertise.

So allow me to come to the rescue if you are one of those people who is understandably confused over the correct usage of the following pairs of words:

  1. its – it’s
  2. whose – who’s
  3. your – you’re
  4. their – they’re (complicated by the ever popular there)

The fact that these pairs of words are pronounced in the exact same way adds to the confusion over which spelling to use in which situation.

Allow me both to clear up any confusion, and also to give you a simple trick for remembering which variation to use at any given time.

The first version of each of the above pairs is the possessive form of the word, indicating that something belongs to someone or something.

The second version is a contraction, two words that are combined (or a single word in a shortened form), with the apostrophe indicating the missing letter(s).

Here are some sample sentences, with a few extra contractions thrown in for good measure.

  1. You can’t (cannot) tell a book by its cover. It’s (It is) my book.
  2. Whose book is this? Who’s (Who is) that sitting on my chair? (What Goldilocks would have said if she had actually found the bear on her chair in the book Goldilocks and the Three Bears.)
  3. That’s (That is) your book. You’re (You are) sitting on my chair. (She also could have addressed the bear directly using this sentence.)
  4. Their book is here. They’re (They are) reading Goldilocks and the Three Bears.

Just to complicate matters further, there indicates a location, and can often start or end a sentence as well. There is a book over there.

So what’s the simple trick I promised to share with you for figuring out which spelling to use?

Read aloud the sentence you wish to write using both a subject and verb, without the contraction. If it makes sense, then use the contraction version with the apostrophe. Otherwise, use the possessive version.

For the pair of sentences in example #1 above, would it make sense to say that you can’t tell a book by it is cover?

  • No?
  • Then use its.
  • But since it makes sense to say that it is my book, you can use the contraction it’s.

While this may seem like just a bunch of gobbledygook to you; when it comes to sending using communications of any type, always remember that good grammar is good business.

I’d love to hear what you think about the topic of this post.

Am I just being a super picky grammar nerd, or do you find this kind of information helpful to you in increasing your credibility as an authority in your field?

(FAIR WARNING! If you say it’s helpful, you’ll get more of it. What can I say? Once a language teacher, always a language teacher.)

Please share your thoughts with me in the Comment section below.