I started driving in 1998 and it's been a rough ride....
1989 Toyota Corolla 4 Door DX - Hand-me-down from parents. Vandalized at school.
1996 Pontiac Grand Am - Shared with mom (she didn't work). Step Dad got it repo'd.
1990 Chevy S10 Blazer 2 Door - Sold I think?
1987 Olds Cutlass Supreme Brougham - Sold to friend.
1987 Honda Accord LXi Hatchback - Motor locked up.
1989 Honda Accord LXi Sedan - Wrecked, motor and tranny blown, sold for parts. The guy had it running and looking new in 2 months out of his garage lol.
1992 Nissan 240SX SE Coupe - Traded in.
1997 Nissan 240SX SE Couple - Wrecked, sold to friend and we repaired it.
1971 Chevy C10 Custom Deluxe LWB - For some reason it had an 83 Olds 305 in it (matched the Q-Jet S/N) and blew. Traded some rockers to brother for his used 350, later the trans pump went out. Ordered and installed a "performance" T350. Head cracked a while later and I put in a new 350 4-bolt, now the trans is screwin up again. It's sitting in a friend's garage right now (nice friend heh), I'll prob just pull the motor and sell it, scrap the truck itself.
1995 Dodge Spirit - New trans, radiator, heater core, cylinder head, plus a lot of little things. It's trying to die again so I'll just make a couple bucks from a junk yard for it.
2009 Nissan 370Z Nismo - just picked it up 08/20 and I'm finally happy. I'll never buy another used car to use as a daily driver ever again.