I'm a pretty big car guy, but I actually only got my first car when I was 29, so my ownership history is pretty short.
1999 Saab 9-3
2007 Porsche Cayman
2000 Mazda Protege 5
2008 Volvo V50
1990 Porsche 911 C2
We've had some neat family cars though over the years though:
60's Skoda Octavia Kombi (we had 2 of these at the same time)
80's Zsiguli 2101

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This was probably one of my favorites, as it had the infamous citroen hydropneumatic suspension. It would lower the car as you drive, and raise it when it was stopped. It was pretty awesome.