1. You can configure .gitignore whenever you like. If you commit files, and
later ignore them, they will be treated as normal checked-in files, until
you delete them (from then on the ignore will take effect).
2. There's a good starting point in the Visual Studio - GitExtensions
plugin (there's a "ignore usual VS.net output files option" in there
somewhere): http://code.google.com/p/gitextensions/ - if you don't want to
install that there is a similar list here:
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