troubleshooting Question

shrewsoft VPN client and DNS

Avatar of Bill Herde
Bill HerdeFlag for United States of America asked on
VPNCisco
6 Comments2 Solutions871 ViewsLast Modified:
I have a Cisco ASA 5505 firewall that is set to work with ipsec vpn clients. With windows 7 it worked fine with the Cisco VPN client. With Win8 we had to abandon that in favor of the free Shrewsoft VPN client, which also worked fine.  Now we are at Win10, and the shrewsoft client is working on most PCs, but I have one that is being obstinate.
It appears that even though both the firewall and the client are set to send all DNS queries through the tunnel, they still get sent to the WAN gateway on the remote device...most of the time.  In the following clip, I connected the tunnel, then manually changed the DNS servers on the NIC to attempt to work-around the issue. Then I got something even more confusing.  If I ping or open a web browser, I get the address the WAN gateway is trying to provide. But nslookup reports the correct DNS server and IP address.

Here are the results:

C:\Users\ballen> ipconfig /flushdns
Windows IP Configuration
Successfully flushed the DNS Resolver Cache.
C:\Users\ballen>ping token
Pinging token.grid.loc [213.120.234.114] with 32 bytes of data:
Request timed out.
Request timed out.

Ping statistics for 213.120.234.114:
   Packets: Sent = 2, Received = 0, Lost = 2 (100% loss),
Control-C
^C
C:\Users\ballen>nslookup token
Server:  wendy.grid.loc
Address:  10.0.5.7

Name:    token.grid.loc
Address:  10.0.5.160


C:\Users\ballen>ping token

Pinging token.grid.loc [213.120.234.114] with 32 bytes of data:
Request timed out.


************************************
Does this make sense to anybody????
And yes, I get the same results if I enter the FQDN.
ASKER CERTIFIED SOLUTION
max_the_king

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