"She is singing "Love Story", cool". Curtis says as he flips a Taylor Swift calendar to September.
"Where does it say that?: Dad
"She is wearing a red dress, you know?" : Curtis

Every first of the month, Curtis wakes up and switches all the calendars ahead.  He has a Taylor Swift calendar downstairs and an Avatar movie calendar on the wall behind his bed that are changed first thing. Curtis also has a magnetic calendar where he adjusts all the days forward individually and takes mental note of any holidays, events or birthdays in preparation for the month ahead. Usually, Laura will sit with him and place relevant events on the calendar like "first day of school" or "Cinco De Mayo". It makes him feel more at ease knowing what is ahead and affords an opportunity to explain events and let him ask questions. The fewer the big surprises, the better.
Plus, Curtis loves switching the calendars and starting a new month. For a year or so at work we all had the same small calendars propped on our desks and Curtis would come in and make a trip around the office. He would switch all the calendars ahead that were behind and I would leave mine for him to do and anticipate a scolding for not remembering to switch it. I didn't figure anyone would mind or notice.
He is also a fan of out of date calendars. Just to look through and see if he can find a summer solstice or a fall equinox. But generally calendars serve as his look ahead and he builds countdowns in his head. For instance, you could have asked him at any time during the summer how many days were left until the first day of school and he could tell you.
Luckily I got three days with him before school starts while his mom is stuck in teacher workshops.

Greg, Dad