Cleveland crushes Cleveland Jr.’s spirit when he forbids him from trick-or-treating because he thinks he is too old. Depressed when he sees everyone else in the family dressing up and left with passing out the candy. Cleveland Jr. decides to dress up anyways but is harassed and egged by kids from school. After getting chewed out by Cleveland, Cleveland Jr. decides to pack up his childish things and become one of the cool kids. Jr. decides to attend Oliver Wilkerson's party where he finds himself still teased and tormented. Cleveland follows and sees some of the torment but wants Cleveland Jr. to tough it out. Donna convinces him to let Jr. be himself. Cleveland leads the guys with Jr. to go back to the party where they return some of the previous eggings.
Rallo is told by Donna that he can only have one piece of his Halloween candy per day, so he decides to roll it into one giant piece. Finishing one last stray bite, one of Rallo's teeth come out causing him to panic. After trying to hide the missing tooth from his mother, he decides to hide it under his pillow. When he awakes the next morning, he finds the tooth has been replaced with a quarter. Yelling with fright, he causes Donna to come rushing in and explains what happened. She admits she knows and tells him about the Tooth Fairy.