You can stop worrying about the formation of mesityl oxide and isophorone. Because those actually need special conditions to form in large amounts (water free). And also the adduct of acetone to acetone is unstable and will split apart on its own.
And all these compounds are also volatile and will just evaporate while drying.
Also many of these complex alcohols and ketones occur in large amounts in naturally fermented alcohol or similar things (kombucha) and while you dont want to drink large amounts of them they will not be dangerous in the amounts that you will find them here.
I wouldnt let pure acetone sit over base for a long time because the longer you leave it the bigger the condensation product gets and once it reaches a certain limit its no longer volatile so you actually get a solid polymerised product that will contaminate your product.
You probably looked at reaction mechanism where they actually only use "normal arrows" and not the arrows that show the back reactions.
Ulim attached the following image(s):

600px-Simple_aldol_reaction.png
(49kb) downloaded 32 time(s).