The V86 return path is one of the longest microcode sequences in the 386. It pops nine DWORDs from the stack -- EIP, CS, EFLAGS, ESP, SS, ES, DS, FS, GS -- compared to three for a normal IRET. The microcode then sets up fixed access rights for every segment register:
Plug a micro USB to USB-A adapter or hub into the Pico's micro USB port, then plug a keyboard (ideally a keyboard with a built-in hub) and mouse into the adapter.
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Because that led to me being on the Python-Dev list, basically you mentoring me to finish that patch.
(Example code for implementing this below.)