Lydia and Margot LeSandre are sworn enemies that mock each other for their styles. At home, Pepper Ann sees Moose leaving and looking nicer than usual. She follows her and eventually finds a letter from a secret admirer. She relays her findings to Milo and Nicky who tell Pepper Ann that she should be happy that Moose has someone to love. She asks her upfront and Moose reveals that she is in love with a boy named Sean, who speaks loudly. Sean is invited over for dinner, but his mother turns out to be Margot who forbids her son from seeing Moose ever again.
Moose plans on running away, but Pepper Ann stops her and acts as her go between to keep her and Sean's relationship a secret. Pepper Ann is forced to do humiliating things such as ask Lydia about womanhood and memorizing a limerick by memory. It gets to a point where Sean is forced to sneak around the house. Milo and Nicky are conversing with Pepper Ann who believes that things will turn out okay. However, Sean ends up falling off the roof and ends up in the hospital; forcing both mothers to confront each other once again.
Lydia reveals that in junior college, she asked Margot for directions, but responded with "stupid can't find her way". Angered, Lydia informed Janie who insulted Margot when she tried to donate to her cause. Shocked, Margot revealed that she is deaf in one ear and that she was repeating a song. Realizing her mistake, Lydia and Margot make up with each other and blame Janie, but Pepper Ann tells them that no one is at fault. Both women however, blame Pepper Ann for Sean's injury and ground her for three weeks before laughing away. Moose and Sean resume their relationship.
- Kathleen Wilhoite as Pepper Ann Pearson
- Danny Cooksey as Milo Kamalani
- Clea Lewis as Nicky Little
- Pamela Adlon as Moose Pearson, Sean LeSandre
- April Winchell as Lydia Pearson
- Kathy Najimy as Margot LeSandre
- Susan Tolsky as Janie Diggety
"Iceberg, dead ahead!"
- On Disney+, the episode segment is second next to "Strike it or Not".
- Craig Bean is revealed to have a little brother named "Doughy" Joey Bean.
- This episode shares a similar premise to "The Army Navy Game" from Recess.