I would set up a trust fund for my wannabe-musician son, so he can do what he loves without starving to death.

I would buy a house and furnish it with stuff NOT from IKEA. Or garage sales, either.

I would pay off all my bills and then buy an environmentally-correct luxury car -- no limos or Hummers. I might hire a hunky young chauffeur to take me around, too. (Yes, I have car issues. I haven't had one in my whole life that hasn't been an enormous PITA mechanically.)

I would buy myself a deserted tropical island and make it women-only. I would staff it with shirtless, muscular, tanned cabana boys and pay all my girlfriends' airfare and incidentals so they could join me in a male-free zone and be waited on hand and foot. There would have to be great refrigeration to handle the stocking of vast quantities of ice cream, of course, and a way to keep a multitude of chocolate from melting.

I would travel somewhere outside of Wisconsin and Minnesota! Aside from a family funeral in KC a couple years ago, I have not been anywhere that is not in one of those 2 states since the year 2000.

Fun post, thanks.