Still early days...
No longer with me:
1982 Nissan Stanza - POS
1990 Mazda 323 - a bit better
1997 Mazda Protege - better still
1974.5 MGB - my first classic - shook like a SOB at above 60, but sure was pretty in BRG with wire wheels
1980 Porsche 911 SC Targa - a bit of a rat rod, but fun..serious money pit though...learned all about how not to buy and own Porsches
1984 Porsche 911 Carrera 3.2 - amazing condition, so gorgeous (I still miss her), great value and a terrific GT - sold it for more than I bought it for to buy the seven - basically an even swap from a cost perspective $24K
Now own:
2000 Nissan Pathfinder - starting to rust out, but she still starts every morning
2010 Subaru Legacy 2.5i - not all that sexy, but gets about 450 miles per tank and kicks butt in the snow
1989 Caterham Super Seven - my mistress!