Joining in! We will be there a little after you (6/3-6/11). We are renting points from a friend and will be at a studio at WL. I have several of the same dining plans as you but we don't book until Dec 5th. I also have two boys, though mine are closer together in age (2.5 and 5). My 5 year old's first trip was at 9.5 months and he had his first haircut at Disney. I was pumping at the time for him, and my DS and I went with my parents, so it was an interesting trip. I got to take my youngest for his first trip this past June and it was a ball for him and his older brother.
Oh and love the costumes. My boys are obsessed with Angry Birds.
Looking forward to following along with your plans!