This is very true for parallelport bitbanging DOS software. So it's the same issue as with software emulated Amigas. They can't deal with latency and propagation races properly.
It's ok as long as you have the hardware. The dos support in 32bit windows or if you're running 64 bit then virtualpc or dosbox are pretty good. What is lost in speed probably helps as the software was designed to run on something 20 times slower.
As soon as you have to use a usb serial port/parallel port (not that I have come across a usb parallel port that copes with anything other than printing) then the latency of usb really kills performance.
I have only used laptops for the last 12 years, but I know people who still use desktops with parallel ports that are able to run really old software. My old laptop had a parallel port and only runs 32 bit windows anyway, so that sometimes gets used. But that's for practical reasons and slowly I've been moving all those over to intelligent usb devices. By moving the software onto a cpu on the usb device you can offload the time critical code but still plug it into pretty much any modern computer.
There is probably some people that would get a use for it, not as many as want to run amiga software. The PC doesn't get people as passionate.