|You can use a serial port connected with a Null Modem cable. A Null Modem cable is the RS232 Serial equivalent of an Ethernet crossover cable.|
You can then copy the files using Hyper-terminal on the Windows machine and any number of MS-DOS communications application. I cannot remember if MS-DOS came with any communications applications, it is that long since I have used it.
Probably a mush easier way, and quicker way, would be to remove the hard disk from the MS-DOS machine and temporary install it in the Windows machine. There is no reason why it shouldn't work under Windows 95.