I’m trying to get an old Windows game running for a friend.

It seems to be a 16bit macromedia app and I kind of got it running in a Win 98 VM using Virtualbox. DOSBox seems to get confused by it being a Windows app.

Thing is, the friend is very much not good with tech and I want to set everything up for him to “just work”. Installing VBox might be a bit too much.

Apparently, you can install Windows inside DOSBox, but is that really stable and usable for layman? Are there any other approaches?

  • @IHawkMikeEnglish
    1•21 days ago

    I could be way off base here, but I’d probably start with the 32-bit version of Windows 7 to hack it into working.

    First, you want a 32-bit OS – unless you can get one of the 16-bit OSes virtualized well, but I have no experience with that. 32-bit Windows has NTVDM for running emulated 16-bit apps. 64-bit Windows only has the WOW64 (Windows-on-Windows) emulator for running 32-bit apps.

    Also, Windows 7 has a large collection of shims and compatibility layers built in, plus a ton of tweaks you can do with the Application Compatibility Toolkit. I don’t know if there are ACT limitations with 16-bit apps though since I haven’t had to do any serious work with it since the XP -> 7 upgrade wave.