I've always wanted to program in python, but couldn't help from flirting with the hottest chick in town, Ruby.
Through many chats with friends and developers it was clear that python is a better platform in terms of stability, performance and software design - but, Ruby's immense popularity and coolness were hard to resist.
For some time it seemed that the runners-up Pylon and Django are less sexy in features - but this is probably over now. With Pownce and Revver2.0 built on Django, and constant updates to Pylon, looks like there's a new fresh hottie in the block.
I'm in :)