14 cars over the past 20 years, purchased in this order:
'72 Chevy Impala 2-door
'74 Honda CVCC
with two-speed Hondamatic! 
'83 Toyota Celica GT
'84(?) Audi 5000
'88 VW Cabriolet
'93 Probe GT
'95 Probe GT
'91 MR2 Turbo (still have)
'96 Nissan Maxima SE
'94 Nissan Pathfinder
'02 Nissan Sentra Spec-V
'02 Nissan Xterra SE Supercharged (still have)
'04 Forester XT (still have)
'88 RX7 convertible (still have)
Favorites:
For driving, the MR2 hands-down
Sentimental value, the Celica. That's the car I owned in Spain when I met my wife, proposed to her in Granada, and married her in Gibraltar.