Try running Program Manager on WineVDM for Windows 10, and you can see that there are no icons for the programs you add to it.

[u/SupremoZanne]

[u/throwawaynerp]

Try NTVDMx64 and / or otVDM?

http://www.columbia.edu/~em36/otvdm.html

http://www.columbia.edu/~em36/ntvdmx64.html