Well in the normal sense yes - I am not an expert on the iPAD. But I would assume that the iPAD only starts to encrypt/decrypt "New" sessions once the VPN connection is made. Exisiting TCP connections are bypassed, which sounds like what is actually happening based on your observations. This does not happen on normal Cisco VPN Client connectivity.
Can I ask how you are running Cisco VPN ver 5.0 I was under the impression that the only VPN client that cisco provided for the iPAD was the AnyConnect SSL Client?
Table of ContentsIntroductionVersion HistoryPossible Future
UpdatesDocuments PurposeNAT Operation in ASA 8.3+ SectionsRule Types
Network Object NATTwice NAT / Manual NATRule Types used per SectionNAT
Types used with Twice NAT / Manual NAT and Network Obje...
[toc:faq]Introduction:This document describes details on how NAT-T
works.Background:ESP encrypts all critical information, encapsulating
the entire inner TCP/UDP datagram within an ESP header. ESP is an IP
protocol in the same sense that TCP and UDP are I...