Question 1: When my personal Sim was a toddler I had her play with her doll, which I named Tyler, after my own imaginary friend in real life. She definitely got to the "it seems she's taken quite the liking to him" stage but I cannot say with 100% certainty whether the toy became special to her while she was still a toddler. So now she's a child, she plays with Tyler nonstop if she's not doing her schoolwork (I have the homeschooling mod). Three times I've gotten the message telling me to put the doll down. I did, and each time nothing happened, except on one occasion it teleported itself to another area of the house. Do I need to go back to a save where she's not even born yet (groan, tons of progress lost!) or is it still possible to continue and have the doll eventually transform into an actual IF (ie, a friend of hers that only she can see)?
Question 2: If you have a Sim in the Daycare career can a toddler under their care autonomously decide to play with their doll? I haven't actually seen this, but I figure I just need to get a toddler who really loves their doll and maybe I'll see it happen...