Not quite as exciting a story, but my first was my late grandmother's 1988 Oldsmobile Cutlass Sierra. I got it in 1998, with about 18k miles on it. Not quite the chick magnet I had hoped for, but it was the last car I owned with a front bench seat, which makes for some interesting possibilities with the ladies. these days they have to contort around a gear lever.
I could do a nine hour trip in that thing and come out feeling like I just took a nap. I spun it a bunch of times in the central new york winter, and moved to a jeep. from there, a Ducati Monster, and then the Pcar, which I met last October. We're still in the honeymoon portion of the relationship, I've put 6 thousand miles on her since then, and we're still going strong.