Will I Have a Friend?;

Library of Congress Children's Book of the Year
When Pa was taking Jim to school for the first time, Jim said, "Will I have a friend at school?" "I think you will," said Pa.
But even his father's gentle reassurance doesn't make Jim feel any better. The other children in kindergarten are scary strangers to him. He's sure that he'll never find a friend...until naptime, when he discovers someone who feels the way he does.