Seeing this is pure fantasy....
Daily driver: A bunch of 1980-2011 Town Cars (1 or 2 from each generation), driven in rotation for the nice weather; a Navigator for the winter.
A 1970s Continental as a celebration of what a real American car once was.
Fun newer car: A Mk. VIII without sunroof.
Going out without a crowd: A Mk. III- perfect for myself to go someplace special.
Convertible: 1961-62 Continental convertible. Make mine blue, please.
1958-60- any body style.
1956-57 Capri or Premeire. I think the coupes flow so nicely, but all of these are beautiful cars. I especially like the two-tone of white with sort of aquamarine accent I saw a picture of once. Gorgeous.
1949-'51 Cosmopolitan. Just weird enough to be cool.
A 1937-38 Zephyr of any body style. The coupe is gorgeous, but I'd be happy with any of those.
A custom-bodied car from the 1920s or '30s.