Re: Mystery oil leak?
The joint you are pointing to in the second picture looks like the joint between the leg and the gearcase. There almost certainly wont be any kind of gasket or sealing there so a bit of unburnt/ partly burnt oil from the exhaust leaking there would not be abnormal on standing.
You run a '57 model on a pretty oily mix, 20:1 it should be according to Evinrude.com so you are more likely to see oil than from a modern engine running on 50:1. I expect you also fogged before storing, so even more oil from that!
If its dirty and only a thin oil that's it. No problem.
If it is obviously gear box oil then you have a problem with a seal but the level is not that high is it? Cant see where the level plug is in your pictures