Dominique Plante has a good (older) post explaining some of the pitfalls of adding files to Visual SourceSafe using Nant and NantContrib, and how to make it work.

I haven't dealt with adding files to source control, but I have considered it - not necessarily adding binary outputs, but I have considered checking out the AssemblyInfo.cs file to handle version numbers through my build process, rather than manually, which is how it's done now.