Can't send in Apple Mail with .Mac - authentication problem

I use Entourage on my laptop for my business account and Apple Mail on my laptop for my .mac account. Sometimes when I travel and am using hotel and Tmobile wireless hotspots, I have to turn off password authentication for my SMTP server in order to send mail. This works like a champ in Entourage, but when I try to turn off password authentication in Mail for my .Mac account, it automatically still tries to authenticate! This results in me not being able to send .Mac mail. I tested this in Entorage on my .Mac account, turned off authentication for smtp.mac.com and it works, so this is definitely an Apple Mail problem specific to .Mac. Has anyone else experienced this? Is there a fix? I have tried to create a new smtp.mac.com account in Apple mail that does not authenticate, but somehow it changes into an smtp account with password authentication. Help.

I've been sending ".doc" files from both Mail and Entourage for some time without a problem.
Having said that, is there a chance that your Internet Service Provider is somehow blocking some file types?
I've recently come across a cpouple of European internet providers who do block executables and key file types that are known to cause problems or that might contain viruses/trojans.

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