After finding out that he is the product of an affair his mother had a long time ago, Chip decides to seek out his biological father. Meanwhile, Mickey and Jimmy re-examine their relationship.
Sabrina’s relationship with her poetry teacher has Mickey concerned, forcing her to take matters into her own hands. Meanwhile, Chip enlists Jimmy’s help to improve his ranking on the 8th grade hot list.
Mickey and Jimmy bring the gang back to their hometown of Warwick to celebrate the retirement of Jimmy’s high school baseball number and discover how much of a big shot he was. When they meet up with old friends, Jimmy learns that Mickey may have had a hand in ruining his chances at a professional baseball career. Meanwhile, Chip and Sabrina find themselves in a pickle with some spoiled Warwick teenagers.
Mickey and the kids go to great grandmother Rita Pemberton’s 100th birthday celebration at her huge mansion. Mickey takes advantage of Rita when she discovers that Rita believes Mickey to be an old friend, but later learns that their friendship was more than just platonic. Meanwhile, the kids’ grandmother, Tippy, gives the family an unexpected surprise.
When Mickey finds out Ben takes medication to keep him focused, she is determined to prove that he is a perfectly functioning kid without it. She and Alba take over his struggling science fair project, but become overly invested, while Jimmy helps Chip make his secret boys club cool again.
Mickey and Jimmy throw a Halloween party in their spooky, charred mansion but things get out of hand. Sabrina hopes to use the house party to cement her legacy, which her parents have tarnished, and Mickey teaches some pranksters a lesson.