Okay, it's nowhere near as immediate or as cool as Try Ruby, but.. I answered the question by writing a book, Beginning Ruby - http://www.amazon.com/Beginning-Ruby-Novice-Professional-Sec... (not an affiliate link). Ah well, I had to try!

I sense, though, your question is looking for something more immediate to get over the "why bother?" hump with people who claim to want to do something but if it requires more than an ounce of effort could give up easily. In which case.. I'd recommend Microsoft's Small Basic: http://msdn.microsoft.com/en-us/devlabs/cc950524.aspx