My first was a 1962 VW Beetle. I had many other Beetles, busses, and a Karman Ghia since.
I currently drive a 1993 Infiniti J30t, with 190,000 miles. Best auto investment I ever made. Still runs like new, and looks great.
I wish I had a 911S from the early or mid-1970's. The great irony is now that I can afford what they cost brand new back then, I can't afford what they cost used now.
I also have this little gem sitting in my driveway, waiting for the time and money to permit a restoration:
Alas, the cat is no longer with me.