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The Relevant_Masks value in Source Safe needs to include the extensions you add by default, otherwise you need to explicitly specify them when adding new files (as you mentioned).
You can either modify this value using Source Safe GUI application (Tools | Options -> File Types [tab]) or by editing the appropriate srcsafe.ini file directly. See the Source Safe help file for more details, just search for "Relevant_Masks".
Note: When adding files via the Source Safe GUI, other masks can be defined and used (such as "VB", etc), but these cannot be used outside of the GUI (such as when Visual Build Professional invokes Source Safe functionality via the command-line).
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