Keep digging. He did not mean the possessive case. If that was what he wanted, then it would have been a grammatical error because the sentence would not have been complete. ("Your stupid...what?") But he said what he wanted to say. Incorrectly. (Hey, I only brought it up because you defended an error.) Still digging?
The lesson here is, if you're going to use the written word to insult someone's intelligence, get it right.
It was a grammatical error because he used "your" instead of "you're". It's not a matter of what he wanted. It's a matter of what he wrote; which was incorrect. No, no digging here. I did great in English grammar.
Freedom and free speech: Ain't it a bitch? Answer: Only if "you're" politically uneducated enough to believe it is. (Or, should I have written, "your"?...I'm so confused.) LMAO.
Some of you on here, think that you're so freakin' clever. But, the truth is that YOUR BULLSHIT IS WEAK.