Common confusions
Some words sound the same but mean different things. A reader notices the slips instantly, so getting these right is one of the quickest ways to lift any piece of writing. The trick is almost always the same: have a quick test you can run in your head before you choose.
their / there / they're
Their shows possession — something belongs to them (“their books”). There points to a place, the opposite of here (“over there”). They’re is short for “they are” (“they’re late”). If you can swap in “they are” and it still makes sense, use they’re.
your / you're
Your shows possession (“your jacket”). You’re is short for “you are” (“you’re right”). The test is the same: if “you are” fits, use the apostrophe form.
its / it's — the one that feels backwards
This pair trips people up because the rule feels reversed. Usually an apostrophe-s shows possession (“the dog’s tail”), but its is the exception: the possessive has NO apostrophe (“the dog wagged its tail”). It’s is only ever short for “it is” or “it has”. So the test is one-way: if you can’t expand it to “it is”, drop the apostrophe.
to / too / two
Two is the number 2. Too means “also” or “excessively” (“me too”, “too hot”) — the meaning “also” has an extra “o”, and so does the word. To is everything else: direction (“to school”) and the start of a verb (“to run”).
then / than
Than is for comparisons (“taller than”, “rather than”). Then is for time and sequence (“first this, then that”). Memory hook: than for comparison, then for time.
were / we're / where, and whose / who's
Were is the past tense of “are” (“they were here”); we’re = “we are”; where asks about a place (it even contains “here”). The same possessive-vs-contraction logic as its/it’s covers whose (belonging to whom — “whose bag?”) versus who’s = “who is”.
Watch out: the classic traps
lose vs loose: lose (one “o”) is the verb — to misplace or not win; loose (two “o”s, rhymes with goose) means not tight. could’ve, never “could of”: “could’ve” is short for “could have” — it only sounds like “could of”, which is always wrong (also would’ve, should’ve). affect vs effect: usually affect is the verb (Affect = Action) and effect is the noun, the End result you can put “an” in front of (“an effect”).
Practice
Warming up your practice…