Love that site, Mike! And what a cute story!

Now, I've got a favor to ask of our resident Joe experts. I want to add some photos to his galleries, but I'm not sure of the dates on them. Does anyone know the dates on any of the following photos? It doesn't have to be precise, just the year will do... I just need to know where to put them in the galleries. Any help would be appreciated!

(there's about 20, so I'll post 5 at a time)