Added: Simple parallel printer support in slot-1
- No what I'm saying is its actually easier to emulate a mac with an older IBM or clone.(at least the printer aspect) Provided you have one. And you will need a no trills dot matrix. I'm not surprised AppleWin is not good enough, just wondering if you tried it. But now that you mention it, you may have better luck "finding" the old PS or printer master (it's clone) for dos.AppleWin doesn't really have proper printing support.
I could go the PC route, but I don't have the original version of The Print Shop for PC.