No, this is my first 68k Mac. I do have some newer Macs like the iMac G3 and G4, but they don't have the serial connector. I also don't have any other cables, but it seemed fine from my testing with a multimeter.
After watching some videos, I noticed that the Mac doesn't even give an error message when the printer doesn't print/ communication issue. I also noticed that most of the models have 'ImageWriter' text on the top of the printer and mine says nothing beside the Apple logo. I doubt that this means anything functionality-wise, but I though maybe these models work somewhat differently? (It sure is yellow, and definitely needs a retrobrite like the Mac.)