

IMPORTANT: NOT A DUPLICATE OF How to access a shared folder in VirtualBox?, because that question is specific to more modern versions of Windows, such as Windows 7, and every single answer there relies on installing the "Guest Additions" package from VirtualBox onto the Windows Guest, which I've already stated does not run on Windows 95 (as that's the first thing I tried since I'm familiar with Guest Additions). Step 1: Navigate to Device > Drag and Drop > Bidirectional. Related Question that doesn't apply in my case since it's expecting a Windows 10 Host: Launch VirtualBox and select the operating system for which you want to enable the bidirectional file transfer option. Way 2: Transfer files between Windows and VirtualBox by dragging and dropping. I then thought I could connect to the internet by using Windows 95's Internet Explorer and just email some file back and forth or use Google Drive or something, but I can't seem to connect the Windows 95 Guest to the internet either. I got this working, admittedly with VMWare.

Method 2: Burn to an ISO (Thanks to u/CaponeFroyo for this method) Another way of transferring files to a VM is through a virtual ISO. Inside your virtual machine you should be able to access the drive and copy files from/to it.

Once it's ready, plug in your flash drive again. I tried using the "Guest Additions CD Image" provided by VirtualBox, but it doesn't run on this old version of Windows. Start your virtual machine and wait for it to boot up.
