Back in the late spring, my wife got her hands on some heirloom tomato starts from a friend. The garden already being full to over flowing, we put them in some pots. They have since grown tall and leafy, and finally, about 6 weeks behind my other tomatoes, they started flowering, and now, actually growing tomatoes.
About two days ago, I noticed a few black spots. Not being 100% certain what kind of 'heirloom' tomatoes they are, and being aware that some heirloom tomatoes are quite 'unique', I didn't worry about them...but, now, it looks like the spots are growing, and actually turning into pitting and general nastiness.
This isn't an isolated thing...I've got 4 plants with at least a dozen developing tomatoes that all look like that. I'm not sure if I let it run it's course, or if I cut them off to try to force another blooming before it's too late in the season.