With no smugness intended, I like what I have and I wouldn't sell them if I "Won the Lottery".  However, I 
would buy some kind of pre war sports car.  If it was a double rollover, maybe I'd go for a Bugatti, given that the Bugatti Owners Club isn't that far away and they provide spares for them.  I don't like 
all Bugattis but the T35/37/51 style cars are very nice.  I had a ride up Prescott in a T37 and was very impressed at how well it handled.
I must admit to a liking for British pre war sports cars, whether they be Austin 7 Ulsters/Nippys, Frazer Nash, HRG, MG Midget/Magnette/Magnas (I would like an M Type), Morgan 4/4, Riley 9 or MPH, Singer Le Mans or Triumph Gloria Southern Cross.  I've never owned a Morgan, so maybe I'd look out for a pre war 4/4, that would be eligible for VSCC events.
I also like things as diverse as Riley RMs (2 1/2 litre), MG Magnette (ZA/ZB), AC Cobra, Lotus Elan (The original style), Mini Cooper/S Rover P4,5,6, Vanden Plas 1300 or Princess 3 or 4 Litre R, Jaguar XK or E Type, or even a Series Land Rover.  There are of course the racing cars (Although they can be driven on the road, Bugatti T51s were really racing cars but in those days, you carried a riding mechanic, so they had two seats).  I like the ERA cars, Cooper Nortons/Japs and FJs, besides Lotus racing cars.  I expect a 25, 49 or 79 would be in the realms of double rollover, so a FJ would be more realistic and a lot more within my abilities 
  
   However, if we are narrowing it down to just one, it's the pre war 
whatever.
