I started this but its long and got distracted with some other people trying to help. A Beloved Freenode user says, I JUST WENT THROUGH ALL THIS. Pfsense does not pass headers with NAT and you have to use haproxy to assist. The channel went ballistic on pfsense saying that is rather stupid and down right ridiculous pfsense does this and that NAT is layer 3 based and it should pass the packets unaltered. Guess im watching this whole video. :P