Of course, it doesn't work on Windows 10, so I booted up DOSbox, installed Win95.img, and managed to get it booted. Now, how do I install Civ2 onto Windows 95 on DOSbox? I would really like to know.

Notes You will need a copy of the Windows 95.

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I am guessing you have installed Windows 95 after another, previous OS. I am also guessing that the W95 version of some critical boot/startup files (like IO.SYS or MS-DOS.SYS) are not installed/loaded on boot/startup for whatever reason.

This seems weird, since I understand you installed Windows 95 last. But fyi, I always made clean installs of Windows 95 OSR2 on real hardware, thanks to a MS-DOS 6.22 bootable system diskette which loaded a CD-ROM driver. Therefore idk whether Windows 95 can automatically create a dual boot or not. But whatever, since it is all about running it in DOSBox, then I again suggest you follow the instructions from the tutorial already provided above. This will allow you to install Windows 95 on a fresh new hard disk image, which you can then mount and boot easily inside DOSBox.

Windows 95 comes with MS-DOS 7 built-in (), meaning real-mode DOS can be accessible too afterwards. I will assume something is wrong with your installation of Windows 95 on top of MS-DOS 5.00.

I believe that the MS-DOS 7 startup system files should have taken precedence over the MS-DOS 5.00 startup system files, so that MS-DOS 7 is loaded on boot / startup, and not MS-DOS 5.00 Again, you really should follow the instructions from the guide in my first post. It will allow you to install Windows 95 (plus MS-DOS 7, which Windows 95 requires) on a brand new, bootable hard disk image. I am pointing out, there are also quite a few video tutorials about that subject on YouTube. For the record, if a previous older OS is already installed on one's HDD, and then if Windows 95 is *properly* installed on top of it afterwards, then it is still possible to launch that old previous OS from Windows 95's startup menu, under the 'Previous version of MS-DOS' option.*but* please keep in mind that being able to launch any such previous version of MS-DOS this way, makes no sense imho in virtual environments like DOSBox. Better keep things separate.