Will is obsessed with Tootsie Pops. I think obsessed is not too strong a word. I decided early on that I would never be the giver of Tootsie Pops in our house as he would ask for them constantly. Instead, Loli takes them to the park and Aunt Leen brings them over when she visits. Will asks for Tootsie Pops for him and his friends when they are at the park, and he investigates Aunt Leen's pockets and purse when she arrives every time.
The mailman puts them in the mailbox in the afternoon. So every day after his nap, he talks about the mailman and the mail box and his tootsie pops. We talk about what color Tootsie Pop might be waiting for him and how many might be in there - either 1 or 2. The idea of 2 was so I would have one as well, and while Will does share them occassionally, he typically winds up with both of them.