I'll give mine as something I feel is a touch more realistic for me in my lifetime.
First, my baby, my "play car", would have to stay. 2000 Trans Am, mine has quite a few mods.....runs mid 12's now, and this weekend is getting a new rear end to make it even quicker.
I'd also love a brand new M5.
I'd also love a couple of bikes......a nice new V-Rod, and a brand new Fatboy.
Throw me one of the new C6 Z06's, and I'd be set.