I have setup Smart Tunnelling on an ASA5505.
Situation is PC ---> Proxy [bluecoat] ---> Internet ---> ASA
I can connect to the front end clientless VPN side ok and I then click on start smart tunnelling. It starts up (at least it says so) but when I access one of the programs in the list (mstsc.exe) the [Tunnel] traffic does not go via the Proxy but tries to go direct instead. Wireshark shows traffic being sent to the ASA VPN IP instead of via the proxy (trace is filtered to ASA subnet). Although encrypted the trace only shows traffic when I start a connection from mstsc.exe.
ASA version is 8.4(3), Java is build 1.6.0_26-b03
Any tips on what maybe going on?