I've taken to mentally categorizing albums by ideal time to listen to them (the things I do instead of actually focusing on my schoolwork...). For Green Day, here's what I got:
Spring: 39/Smooth, Kerplunk, Uno
Midsummer: Dookie, Insomniac, Nimrod
Late Summer/Autumn: Warning, Stop Drop and Roll, Dos
Late Autumn/Winter: American Idiot, 21st Century Breakdown, Tre
There really isn't ever an ideal time to listen to Dos, but I had to put it somewhere.