Assuming a big enough win, I'd pay off the current homes and vehicles of a couple of good friends, my sister and her husband, and my parents. From that point, if they wanted to sell and move to something else that's up to them, but at least they could live rent free if they wanted to. Then I would construct a Minecraft like home built into the side of a cliff, sort of like this but on a much grander scale (think skyscraper reflective glass all along the front, several stories high)
and custom defenses to keep marauders/zombies out. And Google fiber internet.
I would also throw a few million in cash at the owners of my current job so they can stop worrying about cash flow so much, and I'll have something to either write off or collect profits from. And fire a couple dumbass motherfuckers.
Then I would embark upon my new career. It involves a new couch, like this one.
However, none of it would ever end up on the internet because no one wants to see my flabby ass or small dick even if the chick is smoking hot (not even me). In fact, if I win REALLY big, I'd pay a CGI shop to edit Peter North's cock and 1980s Arnold's body onto all the videos so I could actually watch them again.