First car I bought was a '68 Chevelle when I was 14. Rustbucket field car with only 23K miles - farmer owned who had left the windows open too long and the weather and rodents did their damage. Dad drove it home (who talked me into it) and I started to tear it apart for a resto. You could eat of the inside of the engine it was so clean, but everything on the outside was nasty. Spent many $$ and never finished the resto - I gave it to my Dad 8 years ago and he sold it in pieces last year for next to nothing.
Got him back though - I talked him into a rustbucket MG Midget last year.
First car I bought and drove was a '84 Honda CRX 1.3L (used). 52MPG w/5spd and 42MPG w/4spd (don't ask). Loved that car - lots of fun in the twistys. Got me started in AutoX and racing (even a "offroad" rally or two). Eventually met it's untimely death in a ditch that was bigger then the car (damn loose gravel).
Bought and ground-up resto'd my '66 Mustang Fastback in '91-93, bought the '92 Mustang in '94. A few truck and SUV leases over the years keep me going in the snow. Bought the 934/935 Porsche project last year ...