This is sort of like a "What would you do if you won the lottery?" type of thread. (Answer: I'd pay $500 to the moms for every baby boy named after me. North America only, certain restrictions apply.)
For a daydream, I'd like to be able to time travel. If you enjoy Mozart, why not see him perform live? Same goes for the Beatles, Elvis, Hendrix, etc. If you enjoy sports, why not see the great ones play live? Time travel would allow you to become rich within the first day because you'd know the past's future. So everything would basically be free. Oh, did I mention that you'd get to bang Marilyn Monroe? Her, and every other starlet that ever graced a casting couch. You'd also be able to monger like crazy. NO HIV in the past, so go nuts. BBFS until you catch something and then zip to the future to get a shot.
As far as the GTO convertible...time travel and fly your rich ass over to Italy to watch it being built to your specs, get your picture taken with Enzo, and then drive it up the coast to Monte Carlo. Like a BOSS!
EDIT: Oh, you meant a Pontiac. Seriously? If you're gonna dream, dream BIG!
Omahan seems to want to time travel here, too. Just be careful you pull a Back to the Future and have your mom all up in your Calvin Kleins.
Allie, before Brad Pitt was a movie star he was just a guy from Missouri. I bet there was a time in his life when he'd go for you. You'd just have to find it.