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Is there a way to copy and paste between two Windows machines (one a physical machine, the other a VM on a Linux KVM), when connecting via VNC (TightVNC in this case).

If not, what is the best way to transfer files to the virtualised server from my physical machine?

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Newer versions of TightVNC support file transfers:

alt text

You could also make a windows share on the destination machine and copy files to the share from the other machine.

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you didn't mention which is your VM

in VirtualBox there is feature "shared folders" for this purpose

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