Here are those in my family, from the oldest to the newest:
1932 Ford V8 Phaeton with RHD, "Ella La Deuce". Originally sold in Nepal, where I bought and had it restored in 1975. For Sale;
1949 Series 61 Cadillac Club Coupe, "The Green Queen". Owned since 1984. Driven frequently, including long trips;
1979 Volkswagen Rabbit. My daily driver, bought new, 300, 000 miles;
1998 Honda Civic. My wife's daily driver.
Previously owned cars, starting at age 16, have been: 1941 Ford V8 Fordor, 1948 Plymouth Convertible (the one I most wish I still had), 1949 Mercury Convertible, 1951 Olds 88A 4-door, 1951 Olds 88 4-door (took me and then my brother through college), 1955 Ford Thunderbird, 1964 VW Karmann Ghia, 1965 VW Beetle (lasted 14 years in the family), 1972 VW Type III and a 1977 Dodge Colt. Vehicles supplied by various employers for long-term, work-related use have been: a 1963 CJ5 Jeep, a 1966 Dodge Pickup and a 1972 Land Rover.