Best Reliability - 1999 Honda CRV, it was my wife's second vehicle. She drove it until the first kid at which point we gave it to another family member. Got it back when I totaled my Dodge Dakota and drove until around the 240,000 mile mark. We gave it to her brother and he is still driving it with well over 300,000 miles on the odometer. Aside from replacing the clutch at 250K and a couple of other "consumable" parts it's been trouble free. I fully expect that it will be given to another family member at some point. Surprisingly, because it's so light and stripped down its actually kinda fun to drive!
Worst - 2001 Dodge Dakota, my first truck. Drove it until I used the back of a Subaru Outback to perform an emergency stop. However, that was at only 60,000 miles and by that point the freeze plugs were literal falling out it and I was having to add oil and coolant weekly.
Most Fun - 2014 GMC 1500. Jury's still partially out as I only have 45K on it but so far I love it. It handles well, has plenty of capacity and power for my needs and is the quietest and most comfortable riding vehicle I have owned. Heck even my uncle, who pretty much exclusively owns Bimmers and Volvo's has commented on how quiet it is for a truck.
Most Scary - 2012 Mini Coup Clubman S, mom's car bought used. Thing is an absolute blast to drive with the turbo. Mom needed a car that was lower to the ground and wanted a last hoorah car so we got her a bastard baby bimmer. She doesn't drive it a whole lot so once or twice a week I take it out and open it up! We also take it out for date night and long commutes. We did duck the dreaded timing chain issue as it had already been replaced when we purchased it. However, there are days I feel like the thing is a ticking time bomb. With luck and mom's low use it will last until she does not have a need for it any more.
Beast Mode - 2000 Land Rover Disco II, wife's car bought used. Some how I got the truck and my wife has the fully outfitted trail crawler. Front/rear Safari Guard Bumpers, full under belly protection, suspension upgrades, ARB Lockers, differential armor, roof rack with tent. Wife's dream vehicle believe it or not. It's actually surprised me because aside from a reoccurring leaking front axle seal it's been very good to us and our pocket book so far. Our mechanic keeps telling me that between the baby BMW and the Disco that I like to live dangerously
