When I was young, and I had zero experience with programming, I was more comfortable with Ruby rather Python because:
1. significant whitespace was so hard to grasp. I was a beginner so I just needed to write awful code
2. Ruby was so "pure" from the OOP perspective that I had one thing less to think about: method calls start from object instances, period. Python has "exceptions" to this rule that made me confused (f.e. `len` in Python is a global function, while in Ruby is `array.length`)
3. I found Ruby matching more to English language
Later I found that Ruby has deeply obscure islands (metaprogramming mainly, but also exotic syntax coming from Perl), but I was already sold to the language