For myself, I would have to pick myself up a couple of BMW Ms. Favorite make and model. Thing is I dislike over-ostentatiousness, so not the top of the liners with the over the top styling, (although with $500 mil I might have to give the M6 and its ridiculous 500hp V-10 a try just for the hell of it). But probably just the 3-series Ms. Think they look better. More muscular. Maybe a black modern M3, and maybe try to find one of the originals from 1995 in silver to restore.
But then I would have to get my brothers some cars. For the youngest (the old car guy), help him finish restoring his 1971 Challenger (is gonna cost $15,000 to paint + bodywork!), + maybe get him another old toy ala a vintage Mach 1 or Charger, and I think buy him a modern Mustang now that they have finally gone back to true muscle car styling (the Mustang being the only one he has fully endorsed as authentic enough) so that he would have a real car to drive rather than just an old toy. My middle brother..is not a car guy, so its kind of hard to tell what to get him. Probably just something midrange. Nice, but not too nice. He'd feel embarrased at anything too flashy. Oh, and then my mom...she has said she wants a jeep so she can go places. A PINK jeep. Not sure whether I could bring myself to do that one. She'd onyl get into trouble anyway.