Hands down:
1936 Buick Model 90 Limited
1937 Packard Super 8 Club Sedan (actually only got to start this one a pull it up about 30 feet, does that count?)
The first one, I owned part of briefly
The second ... was just an offer to commandeer
There are no more beautiful objects to own/operate than American passenger cars from 1934 through 1938 methinks.