OK, here's my list:
1966 Mustang sedan (200C.I. 6 banger ... hand-me-down from my Mom when I got my license)
1961 MGA (first car that I bought myself)
1964 Ford Galaxie
1967 Chevy Impala SS
1968 Honda CL-350 K0
1970 Olds Cutlass W-31
1967 Triumph Tiger Custom Bike
(1972 Ford Pinto, my wifes car that we traded for the Monarch below a month after we got married)
1975 Mercury Monarch
1976 Austin Allegro (while I was stationed in the UK)
1976 Dodge Aspen stationwagon
1975 AMC Hornet (don't ask, got it for free)
1978 AMC Concord (OK, this one I paid for)
1979 Buick Electra 225
1986 Buick Century
1991 Mercury Cougar
1996 Buick Regal
1999 Chrysler LHS (still have)
2004 Ford Escape Limited (still have)
This doesn't include cars my older brother and I built for drag racing
1966 Mustang Fastback w/351 Cleveland engine
1967 Chevelle SS with 409 C.I. engine from a 1962 Impala SS
1969 Chevelle SS396 Convertible
Actually, not that many for 38 years of driving.