I've read a few reality checks in the past, and they tend to be rather boring. I couldn't care less about the style of a random person on the internet, and I'm not going to date anyone based on a self-made description a few paragraphs in length, especially if they live more than a hundred miles from where I live.
Would I date you? No, I'm 8 years your senior and live thousands of miles away (about 4000 to me slightly more precise).
Having said that, your idea of a date is actually the first that I've seen that actually sounds interesting.