(Semi-related to "The Sitter with the Diamond Tiara".) Lil' Cheese is worried about having a new teacher, despite the reassurances of his parents. Luckily, his new teacher knows just how to dispel such worries.
Pinkie Pie and Cheese Sandwich take Lil' Cheese with them to visit Mr. and Mrs. Cake, who have now retired. Lil' Cheese is eager to meet the ponies that were like a second family to his mother.
Pound and Pumpkin Cake agree to look after Lil' Cheese for Pinkie Pie so that she can have a much needed break. Of course, Lil Cheese is anything but cooperative. He's intent to give his new foalsitters a hard time. Will he break them?