The intranet IP address management solution of the appliance and/or client described herein provides an environment for efficiently assigning, managing and querying virtual private network addresses, referred to as intranet IP (IIP) addresses of virtual private network users, such as a multitude of SSL VPN users on an enterprise network. The appliance provides techniques and policies for assigning previously assigned virtual private network addresses of a user to subsequent sessions of the user as the user logs in multiple times or roams between access points. This technique is referred to IIP stickiness as the appliance attempts to provide the same IIP address to a roaming VPN user. The appliance also provides a configurable user domain naming policy so that one can ping or query the virtual private network address of a user by an easily referenceable host name identifying the user. The appliance and/or client agent also provide techniques to allow applications to seamlessly and transparently communicate on the virtual private network using the virtual private network address of the user or client on the private network.