When a food fight breaks out, Leo, now the Principal of K-12 Sleepaway School after his father's death, stops it and asks who is responsible for the situation. Upon being informed by Kelly that it was Cry Baby, he sends her to detention. She is brainwashed by a needle, which was administered by a nurse, until Leo sets her free.
When Ben is preparing to ask Cry Baby out to the school dance, Leo bumps into him. Leo then asks her to the dance, which she accepts while thinking "keep your friends close and your enemies closer". He claims to be the one who wrote the note.
At the dance, Leo makes an announcement to the students that he knew about Cry Baby's plan and forces the students to dance for hours. Cry Baby, who is disguised as a woman named Lorelai, locks Leo in a closet and frees everyone from the spell. It is unknown what happens to him after he disappears along with the school.
Leo is a manipulative and cunning person. He is lustful yet patient, he bides his time until he can get his revenge.
- It is implied that Leo may have powers that are much stronger than an Empaths, as during Recess, Angelita, Celeste, Fleur, and Magnolia were unable to break free from the spell that forced the students to dance, and they complained that they couldn't use their powers.
|Featured Tracks||Wheels On the Bus • Class Fight • The Principal • Show & Tell • Nurse's Office • Drama Club • Strawberry Shortcake • Lunchbox Friends • Orange Juice • Detention • Teacher's Pet • High School Sweethearts • Recess|
|Credit Track||Fire Drill|
|Characters||Cry Baby • Angelita • Fleur • Celeste • Magnolia • Leo • Ben • Kelly • Blue Boy • Brandon • Bunny Doctor • Dean • Ms. Daphne • Mr. Cornwell • Ms. Harper • Ms. Penelope • Miss Victoria • The Principal • Lilith • Biology Teacher • Phillipe|
|Extras||Film • Merchandise • Assignments • Removed Songs|
|Locations||K-12 Sleepaway School • Cry Baby's House|