atpo_onm listed his cars in a reply yesterday, I thought it was a decent meme, so here are mine.
Mercedes 200, about a 1968 model, I didn't own it; my father did. But it was purchased used for my use. Extremely boxy, it was anything but sporty. Rear-wheel drive, very nose heavy and thus terrible in the snow, it was fine otherwise. I left it with my mother while I was in grad school. She drove it without changing the oil for years, which pretty much wrecked the engine. Fortunately I didn't need my own car for quite a while.
Chevrolet Citation, 1980, It had a v-6 in it. Early purchasers were saying bad things about the 4-cylinder version. The model had really bad transmissions, the original manual transmissions seemed to only last six months to a year. I had an automatic which went bad in 7 years. I didn't trust it any more given that style of GM cars' bad repair reputation, and I'd replaced the starter, the alternator and a fan-belt pulley. My brother wanted it, so I sold it to him. He got the transmission fixed, let his daughter use it. I think it lasted another three or four years before it needed another major transmission repair and was junked. It was a terrific car to drive, all kinds of power, and with a big engine and front-wheel drive it was great in the snow. I used to take my vacations in the mountains and the thing had power to spare, but it would down shift very disturbingly when climbing mountain slopes at speed. I guess I was lucky the transmission didn't fall apart when I was a thousand miles from home.
Chevrolet Nova (actually a re-branded Toyota Corolla), 1987. It didn't have the zip of the Citation, but I don't think I needed to fix anything on it. It was a little more handy in the turns, and a little less great in the snow than the Citation, but not bad. When I decided to trade it in my brother spoke up and again, and I sold it to him. I don't think he had trouble with it either.
Subaru Legacy wagon, 1996. I looked at a Jeep Cherokee, but it was too much like driving a truck. My brother suggested test driving a Subaru and I really liked it. Other than having my alignment go wonky when I had to slam on the brakes hard once, I had no problems with it. It was all-wheel drive, but being big and heavy it was yet a little more reluctant to turn in the snow, though it stopped straight and true in the snow.
Subaru Outback, 2006. Being better off financially, I went with a fancier model. Pretty much the same car as the Legacy with a roomier body. It needed air-bag replacement like so many cars of the 2000s, otherwise no difficulties. I still drive it and will keep doing so a little longer.