Here goes

I'm about to leave for my walking date with Eli. I see two potential problems:

1. It's raining. Not hard, but definitely raining and it doesn't look like it's going to stop any time soon.

2. I have put very little effort into preparing for this date. This doesn't bode well for you, Eli.

Perhaps this will turn out better than I expect, but I'm guessing there won't be much more to say about Eli after today.