Of course, 2009 was the most memorable as the rapper hit the red carpet with a bottle of Hennessy in his hand, flanked by then-girlfriend Amber Rose.
While that in itself would have been a memorable moment, it was what Kanye did after walking the carpet that really raised eyebrows.
Poor Taylor Swift was just trying to enjoy her moment and it was like "cool, Kanye West is on stage with me...oh wait, not cool, he just totally dissed me."
Now that Kanye seems to be softening since baby North was born, we're hoping we'll see the sweeter side of the rapper at the awards this weekend.
Either way, we'll be seeing a lot of him as he's scheduled to take the stage to perform "Black Skinhead."
In the meantime, take a look back through Kanye's previous VMA appearances and tell us if you're so over the Taylor Swift incident or if you're still a little annoyed that he ruined her big moment.
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