Blackboard Bear helps a small boy build a spaceship for a trip to the moon, but when the boy packs so many supplies that there is no room for him , the bear goes alone.

Little Anthony's bear is immensely helpful when he has to deal with other children who are teasing, selfish, or bullying.

These are four stories about Anthony and his teddy bear. When the big kids are horrible to him and telling him he's too little to play with them, Anthony chalks a huge bear on the blackboard, who magically comes to life. Now everybody wants to play with Anthony and none of the big kids dare bully him. The blackboard bear is a great ally, but the stories show that sometimes he can be something of a liability.

After the bear he has drawn on the blackboard comes to life, Anthony does not want to share him with Gloria and Stewart.

Anthony's bear learns a hard lesson about leaving other people's things alone.