This webpage gives alternating perspectives on Python vs. Ruby. An interesting quote from the article summarizes how some people feel about their language choice:
"So far Pythonistas have emphasized their language's ease through consistency, extensive libraries, docs, etc, and argued that Ruby's advantages in elegance are overstated or nonexistent. Rubyists have stressed their language's ease through conceptual elegance, slightly greater depth of OO, the power of BlocksInRuby, and the nice feeling you get from doing things the RubyWay."