Can't sent mail. connection to server on port 25 timed out.

Can't send mail. Connection to the server on port 25 timed out. I keep getting this error when sending mail. I can receive mail but just can't send.
When I connect directly to the cable modem, thus removing the Airport from the set up, the mail sends fine. I recently updated the Airport with firmware update 5.7 and I'm wondering if there are some settings on the airport that may be affecting this? Any ideas on what I'm missing? I'm baffled.
I am using a 17" Powerbook running OS 10.3.9 and connecting wirelessly to an Airport Extreme. I'm using Apple Mail as my email software, but I have also tried to send through Entourage with no luck. I am using an email account and SMTP server provided by my ISP. I also have an old iMac running 10.3.5 that is wired directly to the Airport. I have an email account set up on the iMac and can't send from there either.

I tried changing the MTU on the iMac which is wired directly to the airport.(I have an old iMac running 10.3.5 and a Powerbook G4- the G4 connects wirelessly to the airport) I changed it to 1492 but didn't still wasn't able to send mail. I feel like I'm stabbing in the dark with this, is there a way to determine what the packet size should be?
MTU will vary with connection type. Cable and non-PPPoE, can use up to 1500, whereas PPPoE connections (WinPoet, RASPPPOE, Enternet, etc.) can only use up to 1492. For secure VPN connections (i.e., IPSec) use a MTU value less than 1500.
The best value for MTU is that value just before the packets get fragmented. To test, use the Ping utility.
OS X: ping -D -s 1472 www.dslreports.com
WinXP: ping -f -l 1472 www.dslreports.com
Reduce 1472 by 10 until you no longer get the “packet needs to be fragmented” error message. Then increase by 1 until you are 1 less from getting the same error message. Add 28 more to this (since your ping packet size, not including IP/ICMP header is 28 bytes). This will be your MaxMTU. (Note: If you can ping thru at 1472, stop, you’re done! Add 28 and your MaxMTU is 1500.)
Some typical MTU values:
1500: The biggest sized IP packet that can normally traverse the Internet without getting fragmented. Typical MTU for non PPPoE, non VPN connections.
1492: The MaxMTU recommended for Internet PPPoE implementations.
1472: The maximum ping data payload before fragmentation errors are received on non-PPPoE, non-VPN connections.
1464: The maximum ping data payload before fragmentation errors are received when using PPPoE connected machine.
1460: TCP Data size (MSS) when MTU is 1500 and not using PPPoE.
1452: TCP Data size (MSS) when MTU is 1492 and using PPPoE.
1400: MaxMTU for PPTP Tunneling VPN (Win2K/WinXP).
576: Typically recommended as the MTU for dialup type applications...leaving 536 bytes of TCP data.

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