Never saw this thread! My first car was crap then got sporty, then rugged, then refined.
First Car (Highschool) - '88 Mazda 323. Bought at an auction, beat the crap out of it for a year and sold it for more.
'88 RX7 Turbo - Loved this car and the way the rotary engine sounded. No back seats but managed to squeeze someone back there. Such a fun car to drive until I wreaked it!
'90 Porsche 944 Turbo - Another great car to drive, that baby turned on a dime! But it was high-maintenance and was putting some serious dents in this college boy's pocket. Had to sell it.
'89 Oldsmobile Toronado Trofeo - Had all the bells and whistles. But that was it's weakness as that car consistently had so many electrical issues.
'04 Jetta Lease - Nothing special about it. Solid car but boring too.
'06 Jeep Liberty Renegade w/ All terrain gear. - I called it the beast cause it would go through just about anything you could throw at it.