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You'd probably like this, but it's definitely tooled towards more modern HD displays: https://github.com/Swordfish90/cool-retro-term
4) On Xorg, a custom resolution is represented using a "Modeline", which can be manually calculated, or generated using a utility like cvt. There's also a modified version with more advanced options. Then the modeline can be temporarily added using xrandr, or permanently added using /etc/X11/xorg.conf. Though in my experience, the Nvidia driver is a bit picky about adding modelines sometimes, it seems to be more accepting if you add them in xorg.conf instead of xrandr, and also if you add settings documented here to xorg.conf to disable some forms of mode validation.
It looks like they actually patched it to filter those modes out, so presumably it worked out of the box and was considered undesirable: https://github.com/swaywm/wlroots/issues/3038