I am STUNNED that you posted this today. My girlfriend and I have spent the weekend geocaching and discussed this very idea. I just came to this section to post the idea, and here it was!
After caching for a bit we started to recognize some of the local names and thought it would be neat to read about their adventures and what they were planning. The logs are nice, but hardly tell the whole story of a day of caching, or looking for a place to set up a new one. I would LOVE to have this feature - perhaps if cost is an issue for the site it could be available to premium members. I would even be willing to pay a little more for a premium package to make this function happen.