Well when I was really little my dad got a lightly used 92 K1500 (only a couple years old at the time) to replace his 84 that got stolen. I grew up riding around in that 92, lots of memories of going camping and hunting with dad and grandpa in that truck. I always knew I wanted one when I was old enough and I got one as my first car. I shopped for months to find just the right one and found it while out of town visiting the family for Christmas. Pure luck and perfect timing. The guys I bought it from were hungover when we met the morning after Christmas and I was able to talk them down a bit and got it under Blue Book.
It was perfect, optioned out exactly as I would have done it if I had a time machine to go back to 1998 and order it new. It's still my DD today, I got it at 62k miles and now it's over 200k, and I have 3x as much money in modifications and major repairs than I originally bought it for.
Now I have it built up exactly the way I imagined it as a kid, and all I do these days is fix all the stupid little things that pop up around this age/mileage and pay too much for gas!
I'm considering buying something newer and smaller to DD so the truck can have a break and get the TLC it needs. I'll never sell it though, it'll always be worth fixing.
Long story short, as long as kids keep seeing these trucks around and growing up with them, some of them will be into them as teenagers.