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I have tried both the above ISO, and the those found on Myabandonware, with the DOSBox fork "Boxer" without any success. myabandonware.com/game/barbie- (MyAbandonware ISOs are said to be corrupted - the one from archive.org loads on my Mac, but Boxer says that it does not contain a DOS executable.) Any ideas? I am trying to get this working for a less tech-savvy friend, so I need the solution to not be TOO complex for an average Mac user to follow.

My AbandonwareBarbie as Sleeping BeautyRemember Barbie as Sleeping Beauty, an old video game from 1999? Download it and play again on MyAbandonware.

@adamconover Sorry for the delayed response (timezones!). This is definitely a weird case, and I see why it's unable to open now—it's a Windows *and* an (old) Mac disc. Some discs had both. You can extract the windows files with the Unarchiver (there's some interesting audio files), but I couldn't get those to work with Wine, sadly. I think your best bet would be to use VirtualBox to run Windows 98, and set that up for the person you wanted to, sorry.

@adamconover @megamatt I don’t feel super qualified here, as I’m not a Mac user, but I did run this in WINE on Linux yesterday and it pretty much just worked.

So, if WINE is available for Mac, you should be able to:

  • run wine SETUP.exe to install the game
  • run winefile
  • navigate to where the game can be launched (C:\users\Public\Desktop\Barbie As Sleeping Beauty.Ink)
  • launch it.