(A prequel/sequel to "A Cheesy Reunion". Rated Teen to be safe.) As Lil' Cheese and his parents await the birth of Maud Pie's foal, Lil' Cheese's mom and dad recall the events leading up to his birth, and all they had to endure as a result.
Lil' Cheese accompanies his mom and dad on a trip to Ponypalooza to see his grandparents. It also doubles as a chance for him to see two of his most favorite aunts: Limestone and Marble.
When both Pinkie Pie and Cheese Sandwich are called out of town for separate but important occasions, they rush to find a suitable foalsitter for Lil' Cheese. An unlikely pony volunteers for the job, Diamond Tiara.
(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?
(Sequel to "Party Pony Proposal" and indirect sequel to "Stick and Stones", inspired by a fan comic from before Season 8.) Two Pie sisters prepare for a double marriage to their special someponies, all under the direction of Pinkie Pie.