This thread has brought back some good and not so good memories of some awful cars I've driven.
My cousin had a Fiat 126 which was probably the least enjoyable car I've driven. I "looked after it" for a week whilst she was away on holiday, and I didn't have a car of my own. Cramped, dreadful handling, no power, noisy, leaked, rusty, overheated after 10-15 miles and the spongiest brake pedal I've ever encountered (it was impossible to lock the wheels as the pedal hit the bulkhead first!). Thankfully it didn't pass it's next MOT and went straight to the local scrapyard.
My first car was a 1972 Mk1 Escort 1.3 Actually quite fun to drive, especially in the snow. However, reliability was a big issue and I carried around with me a toolkit at all times, including a hammer to whack the starter motor when it seized, spare distrubutor cap and points, feeler gauges, jump leads, water to top up the radiator and so on... It had a dynamo instead of an alternator, and in winter the battery would slowly lose charge through normal driving until on a freezing morning it would refuse to start without a jump start. Which reminds me, getting older cars to start in winter was a bit of a lost art as they didn't have fuel injection. Pull out the choke, pump the pedal a few times, clutch in and then turn they key and balance the throttle and choke until all 4 cylinders were firing. If you got it wrong and flooded the engine, then often a bump start down a nearby hill was required.
My mum had a Chevette. Handling was quite poor, but it could have just been this example. My girlfriend at the time got severe travel sickness every time within a few miles, as it rolled around corners. I think leaking exhaust fumes might also have been a contributing factor.