After reading on Jimmy Schementi's weblog that IronPython, the .NET implementation of Python, is just an apt-get install ironpython away, I thought I'd give it a whirl. Here's what I got.
Huh? Maybe Microsoft took that "significant whitespace" thing a little too literally...
It turns out that IronPython really wants you to use a dark background (bug report).
Ah, so that's why the background of Jimmy's blog is black!
As you can see from the screenshot, it's also a bit difficult to quit from the Ubuntu version of IronPython. That weird symbol is a result of pressing Ctrl+D. Even Ctrl+\, which usually helps in such cases, only produces a nasty .NET CLR traceback with no ill effects to the interpreter.
On the bright side, this is a good start. IronPython seems to be more or less functional, with speed comparable to CPython, even though the example code included in Debian looks a little "heavy" (see /usr/share/doc/ironpython/Tutorial).