itch.io

Oh, that part?

You need to go to the Feminine Boutique, the place where you purchase your feminine clothes, and go to the "secret" section. You should be able to find and purchase a baby doll of some sort. Just buy it and go visit Bailey one more time. 

As far as I understand the game, you must attend all classes at least twice to unlock the "Feminine Mystique", which is the store that sells feminine clothing.