I wrote:
The [notepad] menu bar sometimes was refreshed badly, causing some texts therein to be displayed twice, shifted by a few pixels, or with varying fonts.
That looks much like bug #33154 http://bugs.winehq.org/show_bug.cgi?id=33154 filed about Linux/X11. Nothing specific to winemac -- at least the "shifted by a few pixels" part, I'll have to check again about the "varying fonts" issue (boldface might result from shifting by one pixel).
I believe Daniel Jelinski expressed the issue well in #32334: http://bugs.winehq.org/show_bug.cgi?id=32334#c19
it seems that it also made calculating text extents inconsistent with drawing text.
Somehow it feels strange that Wine's built-in notepad application would depend on a metrics-compatible Tahoma font. Compatible or not, Wine should probably compute sizes aka. extents consistently.
Regards, Jörg Höhle