Just a skewed sense of value. A DLX XtraCab like my 1991 was would cost $25k new in 2019. That is for a 22R-E, 5 speed, no A/C, bench seat, etc. Some of it is feature creep and market demand, sure. Anyway, people don't always feel guilty using their trucks. Had a very expensive Colorado diesel on the trail with us a couple of weekend ago. He was hanging with built Cruisers and 4Runners. Not a hard core trail mind you, but scraping bumpers, lots of bentonite clay mud and banging around pretty good. He's got a FJ40 he's building, so no stranger and using it like it should.
Let's be honest, when presented the opportunity I bought a V6, 6-speed TRD OR and not a SR, too. I wish I could have done more a'la carte (or at least a manual SR5) but I had a stripped basic truck and didn't replace it with another. It got old being hot in the summer, wiping the f'n windows of humidity, not being able to hear the passenger on the highway. I'd likely buy a SR5 or TRD again, if I was in the market for a new truck. I for damned sure would like a brand new truck someday that didn't take a year or two to baseline and fix what the PO did and didn't do.
Also persistent monetary inflation being what it is. When money is cheap there's no incentive to save and keep. Just roll the debt over and the good times will never end.