Where to start...
My current cars: Porsche 944 (assuming its not too new) wind noise around the doors, even with new gaskets, squeaking hatch.
'71 240Z - really long shifter throws, thin seats, steering effort at slow speeds, light at high speed. Ability to see the ground when looking at the engine compartment.
'85 MR2 - wind noise (see Porsche above), very '80's dash (should come with a set of parachute pants and Flock of Seagulls cassette as OE equipment)
other memorables -
'61 Fiat 600D - well, everything. Tiny motor, metal so thin you could dent by leaning to hard, no heater, it ducted heat from the engine compartment, bottom mounted pedals, thin white steering wheel (great steering feel by the way)
'70 Boss Mustang - no brakes to speak of, vague heavy steering, 267,000 turns lock to lock on the steering wheel, massive cockpit heat, upright vinyl seats with no adjustments
'67 Cougar XR7-GT 390. See Mustang above, only total no-feel power steering, and leather instead of vinyl. Would spin the tires through all 4 gears though.
'67 Triumph TR4A - Steering wheel only inches from your chest with seat all the way back, and it flexed like overcooked pasta. Corner too fast and the doors would pop open from chassis flex. Rain would blow into the car with the vent open in a thunderstorm. Weekly nut and bolt check reminded you this was not a Honda. Roadside repairs (including head gaskets) reminded you this was not a Honda, pieces flying off the car reminded you this was not a Honda, the incredible sounds going through tunnels reminded you this was not a Honda!
I have plenty more, but this should be enough. My thoughts are that it all adds character to the cars. Today's cars, even good ones like Porsches and BMW's come across as bland, as they really don't require any driver involvement. The car does everything for you with traction control, shifting, and even telling you its time to service, which you then take to the dealer. A single armed chimp could look good driving one up to about 8/10ths, which come to think of it, I may have passed him this morning on the way to work!