PGP Web Mail Protection Not Working

Hi, I have a problem sending Web Mail Protection, it's not working

my cfg:

PGP Server 3.3.1

with client Desktop 10.3.1

the WebMail Proctection service is Running,

I can send encrypt email just fine to internal user, however when I tried to send encrypt mail outside of the company ( xpto@gmail.com) the PGP Notifier gives the follow  figure

At Consumer policy I haver configured the Web Mail like this:

I have creat a Policy Chain that tries to encrypt every e-mail which contains [web] at the subject, and if the KNF it will send by Web Mail Protection :

I know e-mail is going to the right Policy because it tries to encrypt, however the PGP Web Mail Protection is not been used.

Anyone knows why ?

Did I forget to configure something ? 

Is It need a outbound proxy too ?

Thanks everyone