Note: my responses are only for vehicles that I have owned and/or driven, although that automatically excludes lots of interesting cars!
1983 Mercedes Benz 280SL, Euro, 5 speed
1987 VW Vanagon Syncro, 5 speed
1979 Dodge W150 Power Wagon, Club Cab, long bed, full time 4wd, 4 speed NP 435 trans
1989 VW Cabriolet, 5 speed (daughter's previous car)
1998 VW Beetle, TDI (daughter's present car)
These vehicles weren't necessarily the most reliable (especially the Dodge truck), they just had the most character. Curiously, all were/are stick shifts!
1987 Chevy G15 conversion van, by far
1967 Dodge Dart
1983 Dodge 600 ES
1995 Ford Club Wagon 150
Almost any vehicle Hertz rents, especially a 1999 Buick Century I rented in Las Vegas
All but the Dodge 600 were/are automatics.
John R. Boyce