Your ip addressing is all messed up. Your internal ip address is 192.168.253.1/24, but you are trying to use crypto maps to connect to hosts on 192.168.253.248/28, which is on the subnet that the inside interface is connected to. If the pix thought it had any traffic for those hosts, it would send it out its inside interface, and not thru a crypto tunnel that it would never attempt to negotiate
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...