Just a couple days ago, I encountered an issue with having to serve a rails app over SSL from a local development environment. Unfortunately the localhost was a windows machine, so using passenger wasn’t much of a choice. I found several good articles talking about how to do this, however they didn’t work for me. The one that got me the closeset was from a post at zunisoft.com (thanks Keith!).
![Webrick serving Rails 2.3.x over SSL](https://cdn-ak-scissors.b.st-hatena.com/image/square/8d71ff5111e05619a10d29bb40d7aebaa75c8fbc/height=288;version=1;width=512/https%3A%2F%2Fs0.wp.com%2Fi%2Fblank.jpg)