The following are the details of my usage of pfSense and Asterisk for my phone service. It currently works flawlessly thanks to a SIP proxy called siproxd which is available as a package for pfSense. I spent a lot of time getting things to work properly so I hope this information is useful to the masses.
Configure your Asterisk
Configure your SIP and RTP ports. My SIP port is the default 5060 and RTP is between 10000 and 20000 for me. You can narrow this down considerably for I actually would need less than 10 ports open for RTP.
Configure the WAN IP Address
Also be sure to specify "externip" or "externhost" in sip.conf. I personally have externhost configured to a dyndns.org account that resolves to my WAN IP address.
Make sure you have "nat=yes" and "canreinvite=no" in sip.conf
Configure your local network
Make sure you have your localnet in sip.conf configured corresponding to your local network. You can use the RFC1918 method or CIDR method. I chose the later of the two for my network. Change accordingly.
Configure your SIP context
In your SIP provider's context in sip.conf, make sure you have "outboundproxy=192.168.1.1", replacing 192.168.1.1 with whatever your pfSense running siproxd IP address is. Here is my example context for use with BroadVoice:
[sip.broadvoice.com] type=peer user=phone host=sip.broadvoice.com outboundproxy=192.168.1.1 fromdomain=sip.broadvoice.com fromuser=<censored> secret=<censored> username=<censored> insecure=very context=ivr authname=<censored> dtmfmode=inband dtmf=inband canreinvite=no
Please note that if you don't use Asterisk and use a softphone for your VoIP provider, you will use your pfSense IP address for the proxy instead of your VoIP provider.
Configure pfSense firewall/NAT rules
For this you will need the ports you setup in step 1.a above. I will be using my port configuration. Add a NAT rule for RTP. This is essential or you will have no audio or one way audio in your calls. Also change the NAT IP to whatever your Asterisk server is and change the description to something that makes sense for you.
Interface: WAN Protocol: UDP External port range: From: 10000 External port range: To: 20000 NAT IP: 192.168.1.50 Local Port: 10000 Description: Asterisk PBX - RTP Enable Auto-add a firewall rule to permit traffic through this NAT rule
For this you will need the ports you setup in step 1.a above. I will be using my port configuration. Add a NAT rule for SIP. This is essential or you won't be able to receive calls and you may have trouble registering with your SIP provider. Also change the NAT IP to whatever your Asterisk server is and change the description to something that makes sense for you. Code:
Interface: WAN Protocol: UDP External port range: From: 5060 External port range: To: 5060 NAT IP: 192.168.1.50 Local Port: 5060 Description: Asterisk PBX - SIP Enable Auto-add a firewall rule to permit traffic through this NAT rule
The SIP Proxy siproxd
Go to the pfSense web UI and going to System -> Packages. Hit the "+" button to the right of siproxd and let pfSense install the SIP proxy.
Go back to the main pfSense web UI page then go to Services -> siproxd. It may be under Services -> SIP Proxy as well. Here is how I have my siproxd configured, be sure to change your "Outbound Proxy Hostname" to the hostname or IP (IP in my case) to your SIP provider. Options I don't specify here I leave blank or default.
Inbound Interface: LAN Outbound Interface: WAN Enable RTP Proxy: Enable RTP Port Range (lower): 7070 RTP Port Range (upper): 7080 Outbound Proxy Hostname: 22.214.171.124
Basically when you make a call your Asterisk box will talk to the SIP proxy, the SIP proxy will then talk to your VoIP provider. When you receive a call your VoIP provider will talk directly with your Asterisk box (this is important for setting "externip" or "externhost" in sip.conf).
And that's it! That is how my Asterisk/siproxd is configured and has been working beautifully for me for a long time now. No registrations problems, no call issues, no audio problems. Perfect. I hope this helps someone.
I also have traffic shaping enabled to allow 4 simultaneous 64kbps calls to happen and guarantee bandwidth. Please refer to http://doc.pfsense.org/index.php/Traffic_Shaping_Guide for traffic shaping help.