Started with my parents' 88 Buick Century station wagon. The best odds I ever had in my life was when I transported 8 girls in it. Only led to anything happening between me and one of them
When my sister got her license, I got my "own" car from a family friend and it was an 84 (I think) Buick Skyhawk. What a hunk of crap. I drove it for a few months before my Mom insisted it go to the dealer to be checked out. In the 2 mile drive home from the dealer, they had looked it over and called to leave a message at home. It was "a coffin on wheels waiting to kill you"
So it was time for me to purchase my first car. My parents and I had different ideas of what a "new" car was... they were thinking used and I was thinking new.
Got the 1995 Nissan 200SX SE-R. Met people online and it slowly built itself up into a fun track car.
http://gallery.kieranlavin.com/v/car/track/pocono4.jpg.html
In 2002 I met my wife and shortly after I helped her purchase a 1993 Nissan NX2000 since I was familiar with the car/engine. She insisted on getting THAT PARTICULAR ONE and I told her it was a heap. I spent the next year every weekend working on that damned car and right when I had it up to snuff, she wanted to sell it! We were getting close to marriage and I wanted her to have something more reliable so I got her the next car...
Here's a picture of the NX though:
http://gallery.kieranlavin.com/v/car/93NX/DSC00493.jpg.html
After that, I got my wife a used 2002 Maxima SE. She got it in 2004 with just under 40k miles on it and she has since gotten the mileage up to somewhere around 187k!!! The poor car! It was in this condition for most of the summer:
http://gallery.kieranlavin.com/v/car/Maxima/DSC02114.JPG.html
http://gallery.kieranlavin.com/v/car/Maxima/DSC02169.JPG.html
Then, when we sold our condo and moved to PA, we used the money we made on the condo (would've been able to get a GTR had the market not turned south and the wife wanted a car too!) to get the FX45 and G37:
http://gallery.kieranlavin.com/v/car/2008+FX45/DSC01083.JPG.html
http://gallery.kieranlavin.com/v/car/G37/DSC01094.JPG.html