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I wish i could help.
If you have windows XP you might try the old build in Microsoft Messenger, its a very old MSN, that comes standard with XP.
The old XP msn is C:\Program Files\Messenger\msmsgs.exe
There are so many different versions, like MSN Live, MSN 6, MSN xxx, and i now that what you say must be true, your transfers are not on the auto block list of microsoft msn servers, when someone for example publish a real funny movie on youtube, and thousands of people get the same link in MSN, MSN thinks its a virus spreading, and as result youtube indeed was unreachable in MSN...
It also differs from countries, and what is your firewall doing?
Do you have a router? You might uninstall what you told and reinstall.
In my country i know somethings like mp3 cannot be send, but .wma and .wmv can, sorry that i cannot help you.
Anyone else?
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