If we could buy brand new, old model trucks, it would be one thing. I tend to think the simplicity of older trucks made for a more reliable machine in general. The problem is that even a low mileage mid 90s truck (for example) is still 20 years old and mileage isn't the only killer of vehicles. I'm actually selling my '95 F350 tomorrow as I replaced it with a 2013 Super Duty. There is a simplicity with the '95 that I appreciate but I've had my days of wrenching and so long as I can afford to, I'd rather drive newer rigs.
I loved my '95 F-350. Didn't like the fuel mileage though. Good luck with your push button newer 4x4's and everything is computer controlled...