My cars always seem to be around 10 years old but somehow worthless, It's rare for me to spend more than a couple of hundred on a runabout. - I started in 1989 with a 1981 cortina - 8 years old but worthless because it needed a front cam seal doing.
Next up was a 1979 escort which turned out to be made of isopon and cardboard, then a 1980 capri that wasn't too bad until I understeered it into a lamppost.
Another escort followed, that one lost all compression in the west end of newcastle and was on fire when I went back for it.
The obvious thing to do then was to buy a 7 year old talbot horizon. This earns the title "worst car ever" but at least someone stole it and set it on fire for me.
10 year old mini next - predictably rotten, it had poor brakes, a tired engine and comical electrics that liked to catch fire.
After the mini was another mini, but brand new and on motability because the wife said so. It was still a shitheap, and someone stole it.
Back to the snotters, in 1995 I got a 1984 montego estate for Â£100 from the sales which did a 2 year stint and was actually a really nice car despite being stopped by armed police once because it used to belong to a gang of gunrunners who had then vanished. I didn't blame the car, it did well considering. Bottom end of engine killed it in the end so I got an audi sometime in '98
Not on finance, a 1986 80CL from the sales (Â£80, running like a dog) changed the rubber carb mount for a new not split one and drove it until it died (2001)
Current car is a 2003 focus.