Hi Mitch,
I second Michael's recommendation about comp.lang.python and Mark Pilgrim's 'Dive Into Python'. Another good online book that you might want to look at is 'How to Think Like a Computer Scientist: Learning with Python' [
http://www.ibiblio.org/obp/thinkCSpy/].
I learnt Truth Value Testing from comp.lang.python [http://docs.python.org/lib/truth.html]
Ironpython is perfect if you prefer the python syntax and know .NET's Base Class Library well. That is what got me started as I, just like you, had been programming with C# when I learnt python.
The quickest way to learn is to start writing your C# code in python, download the python manual from python.org and use it whenever you need to translate your C# equivalent. Slowly as you will read more python code, you will start thinking more in python directly and when you write C# code, you will come to like python's syntax.
When you have specific CLR <--> python questions, you can always trust this mailing list to help you out.
Regards,
Richard.
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