I still have a Newton (a 2100), and although it ceased to be a daily carry device for me somewhere around 2007, I only finally stopped using it altogether just a few years ago, as it was becoming increasingly difficult to move my notes on and off the thing.

The bad handwriting trope has always baffled me. I've never had a problem. I know that the 2000 series Newtons are considerably improved compared to the original generation, but I did also use an original generation Newton, and it was actually fine.

I think the "Eat up Martha" gag from the Simpsons became such a trope that people just assumed it must be awful.