This is what happens when Ken is at Patrick's House and wants to IPsec to his house: 209.112.44.2 [Sunrise] | 209.112.44.0/24 | | 209.112.44.1 [East] 216.191.1.2 | | | 24.141.1.2 [West] 192.168.10.1------192.168.10.0/24 192.168.20.1 | | 192.168.20.0/24 | 192.168.20.200 [Sunset] There is a tunnel in place between Sunrise and Sunset, but for the 192.168.10.0/24 <=> 209.112.44.0/24 networks. West does NAT of 192.168.0.0/16 to 24.141.1.2 KLIPS and/or iptables trip over each other trying to figure out in what shape the packets from Sunset should be when heading to East to establish a tunnel.