After dinner with neighbors, one being a boy Anna's age who just moved from his crib to a big boy bed, we decided to make the move with Anna. Like, at 7:30 at night. No preparation, no talking it up. Just, "Anna, do you want to sleep in Holly's room tonight?" Here was the reaction:
They both did great! They talked and played for a while, then Holly's giggles turned to, "Shh! We're supposed to be sleeping!" Anna continued to talk and sing, and I realized Holly had fallen asleep when I heard Anna say, "Holly! Holly? Come here?"
I'm not declaring victory yet, but here's to one successful night in a big girl bed. And two big girls in one room.