Internally installed Outlook 2010 prompts for password using external smtp email as user id

Hi,
After exchange 2007 to exchange 2013 migration all internally connected outlooks 2010 (xp, vista, win7, win8) prompt for password using external email user address as user id.
Below some of my settings and informations.
Internal domain: contoso.local
External domain: contoso.com
Exchange is NOT published to Internet at all.
Internally OWA, ECP runs OK.
Test-OutlookWebservices with user.name(at)contoso.local or contoso\user.name - runs OK
Test-OutlookWebservices with user.name(at)contoso.com - fails
Common scenario - (all happens internally):
1.User starts Outlook
2.Outlook prompts for password with default user.name(at)contoso.com as id
- while user tries to authenticate using his domain password - outlook re-prompts
- while user changes id from user.name(at)contoso.com to user.name(at)contoso.local or contoso\user.name and authenticates - Outlook connets to exchange and till next Outlook it runs ok.
I am bus with that issue since 1 week and I am already bit tired. I was looking for answer via gogle/bing and went through tons of "Outlook perpetually prompts for password" threads and blogs. No success.
Do you have any clue where else start to play with that?

Hi,
Thank you for answer - no luck
>NExt og to Connection tab - Exchange Proxy settings - Proxy authentication settings - is it set
>to NTLM or Basic?Give it a try on one of them.(if set to NTLM change to basic and vise versa).
On both settings the same results - Outlook is prompting for password.
>Another thing you could try is og to Internet Explorer - tool -internet options- Security - click local
>intranet - >custom Level and scroll Down to bottom and put check mark on automaticly logon
>With current username >and password.
>Do this on Trusted sites as well,if Your domain is listed under trusted sites
The same results - Outlook isprompting for password.
Should not be some kind of mapping set somehow in AD between user.name(at)contoso.com and user.name(at)contoso.local?
I have impresion that issue is somewhere in the fact that outlook is trying to connect using contoso.com instead of contoso.local in ntlm credentials.

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