People who confuse these two homonyms drive me nuts. Here's how we differentiate between the two.
Your - is posessive. Meaning, something belonging to you. ex: your coat, your car, your friend, your bad grammar.
You're - is a contraction of 'you are'. Meaning, any time you mean to say 'you are', you can use you're. ex: you're nice, you're pretty, you're a good friend.
Yes, it's just that easy. The one time this is most misused is when people write "Your welcome". Your welcome what? Your welcome mat? It's "You're Welcome". YOU ARE WELCOME.
Please, take a nanosecond the next time you use 'your' and decide if that's really the word you want to use. You'll look like less of an idiot.
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