I looked at your post and did some research.
I have a MacPro that can run two virtual machines at the same time - Mavericks and Windows 8.
I confirmed the ISO issue.
The .avi file issue, I was able to use the file where Mavericks was the host and Windows 8 was the user.
It opened in XBox viewer and Windows Media Player.
The file was encoded using iSkySoft Video Converter.
Ok this worked to solve the error.
Use cmd prompt in windows 7 or 8 and run as admin:
sc config lanmanworkstation depend= bowser/mrxsmb10/nsi
sc config mrxsmb20 start= disabled
No need for all that power shell nonsense as shown elsewhere for windows 8.
That's it. Also force smb2 disabling on the apple side for good measure.
With the above I was able to network mavericks and windows 8.1 pro flawlessly. He issues I had before where I could not read video, ISO and audio files (but could open documents and pictures from the windows machine connected to an apple network share folder went away.
I have a problem connecting to smb shares on my Mac mini running OSX server. I found that with nothing shared that all my physical drives were showing up on my Windows 8.1 but I could not connect as expected. When I shared the drives it would still not connect. I tried everything I could think of but nothing helped. I noticed that the folder shares would connect so I tried something radical i created a folder on the root of each drive with the same name as the drive and moved all the content of the drive into that folder and shared that folder and now I can connect to the shares and get to my content from my Windows 8.1 computer. See if this works for any of you. If it does I hope Apple reads this and can fix the physical drive shares.