Oof - I have a completely different mentality on cars. We've loaned our family cars so often I've lost count. Many times to a couple who are great friends when they'd come to the US for long visits and others. I sent my sister-in-law home (who lives 2.5 hours away) in the family Volvo since she needed to get home and I was stumped at what was happening after I replaced her starter (turned out to be a ground strap I hadn't touched, but was barely held in before and apparently knocked loose during my work). We actually left for a month-long vacation, so just had her keep it. It came back with a big pucker in a corner of the rear bumper. I'm obviously not happy, but whatever - it's a car.
I guess the circle of people I'd loan a car to is much smaller (close friends), but I'm less cranky about it for some reason. I guess it's because people tend to know it is a valuable thing and treat it as such (I don't have a pickup

), where lots of people don't know much if anything about tools. With the exception of the story above I've never had any problems loaning vehicles to close friends and family. Ultimately, I like the people better than the cars. (Though I don't loan out my old BMW - I doubt anyone would ask anyway)