Recreation: Should I or shouldn't I?

I have been looking for my next run to motivate me in my training. After all, it makes it tough to train for no specific purpose. If you recall from a previous post, I was thinking the June 'SNA 5k by the Bay' was going to be my next race. It still hasn't been posted, so I was in a standstill. I don't want to register for a different race around the same time because I don't want to go overboard. What would I do if they were on the same day or even consecutive days?

That said, I periodically look for newly posted races on Cool Running to see if there is something else that seems interesting. I don't really want to run a 'fun run' associated with a bar or restaurant. I also generally like to keep my distances on the shorter side. That said, I recently discovered the 21^st Annual Narrow River Run. It is a 10K Run/5K Run/Walk. It is on May 17^th, so it would be far enough away from the SNA race to be safe. My only question is whether or not my knees will be in fighting form to run a 10K by then.

My general doctor seemed to think I had some previous meniscus damage that got shaken loose from my running. The running shoe store clerk seemed to think my pain was probably due to my moderate/severe over-pronation combined with the fact that my legs are of different lengths (according to her). A $99 dollar pair of shoes plus a full length orthotic insert plus a lift in my left shoe will probably help a lot (again, according to her).

In reality, it looks like the saleswoman was more correct. This new running gear has completely eliminated all pain from my right knee and has significantly reduced the pain in the left. Although, I say that but it really just moved the pain. Now, though, I think it might be muscle, tendon or ligament based. Some stretching and conditioning should help with that. My only question at this point, though, is will I be in shape to run 6.2 miles in May? I will know better in the next couple weeks, but my prospects are looking good.