I know This question has been asked a few times already but I think my problem might be slightly different. Maybe I'm not understanding the fundamentals of the issue.
I have a Linux Samba share that I would like to ssh tunnel and use from Windows. When I am on the VPN I can access the Samba share and tunneling port 139 works fine on Linux. When I access the share from a Linux machine that is off the VPN all I need to do is forward port 139 like so:
ssh user@remotehost -L 1139:localhost:139
And then mount the drive:
mount -t cifs //remotehost/shared /mnt/cifs -o username=myuser,password=mypass,ip=127.0.0.1,port=1139
For Windows I tried following a tutorial to create a loopback adapter and tunnel via PuTTY: http://www.nikhef.nl/~janjust/CifsOverSSH/Win8Loopback.html
This didn't work so I tried following a different tutorial that uses port 139 instead of 445: https://www.simonholywell.com/post/2009/04/samba-file-share-over-ssh-tunnel/
Neither of this tutorials worked so I guess my first question is which of these ports do I actually need to forward? Do I need port 139, port 445, or both? I don't see what the issue could be.
Let me know if you need any other info, I have tried using nmap to troubleshoot but haven't gotten anywhere.