It appears from this post that wine32 requires cups:i386. Indeed this worked flawlessly for me on a 32-bit machine also on debian stretch and using wine 1.8.7-2.
Unfortunately it looks like installing cups:i386 requires removal of cups:amd64 in debian stretch (see this post).
Even if this conflict between 32- and 64-bit cups in debian can be overcome, I am wondering if it were somehow possible/reasonable for wine32 to be spiffed up to use 64-bit cups if it's available and 32-bit cups is not.
I am quite ignorant of the intricacies involved, so should replies say the idea makes no sense while clarifying a bit how come, that too would be nice.
As a complete wine-noob I must say that it is a truly impressive construct, and even if what I am suggesting about cups is "asking too much" of a system whose goal is to remain as slender as possible, having to create a separately bootable linux setup for the sole purpose of running wine32 with cups:i386 is by no means an obstacle of note.
Unbelievably, I was able to get the VESA patch by "Display Doctor" enabling its "Universal VESA Bios Extension" to actually fix some video problems required to make an over-20-year-old game work
