To me, Python felt like R. Designed by an academic - possibly without computer science knowledge. In a manner where humans bow to how a computer does things. Whereas a similar language of the time, C++ was a more properly designed language.

Ruby more like a philosophy major designing an OOP language - getting done and enjoying getting there were the goals. I took to Ruby more because i never cared about the "engineering" part of languages - just using them as tools to get things done.