Jeff does not want to go to his high school reunion. Meanwhile, C.B. tries to prove he can be bad and decides to play hooky.

Lainey is excited for the new cheer season, especially after seeing 'Bring It On'. However, the popular cheerleader movie gives her team the wrong idea. Meanwhile, Jeff makes himself head of the planning committee for the back-to-school carnival.

Christmas is just around the corner and the annual William Penn Christmas Talent Show is approaching. Wilma becomes a real-life Scrooge while Jeff convinces Logan to sing in the talent show. Note: Pays homage to "A Diva's Christmas Carol". Note: I do not own any songs or movies referenced.

CB and Lainey share some stolen moments during the prom.

Set post the season two finale, "Clueless". Lainey and CB head home after prom and finally have a honest conversation.

While decorating for the 80s-themed Junior-Senior Prom, Lainey reveals to CB that she's moving to Detroit to live with Barry for the summer. Sad that he won't see her for a few months, he plans a grand gesture to convince her to stay.

Lainey offers Claudia advice regarding an issue with her boyfriend, but CB overhears their conversation and doesn't approve. Despite his disapproval, CB helps Lainey convince Claudia otherwise before it's too late.

The William Penn College Fair has been C.B.'s event since the 90's. However, Jeff takes over this year and C.B. is not happy about it. Meanwhile, Emily and Lainey try to convince a promising young student to go to college.

After Wilma helps Lainey and her show choir put on a successful concert, Lainey's world is "rocked" by a realization.

Barry enlists CB's help in proposing to Lainey. Meanwhile, Lainey realizes her feelings for CB run much deeper than she previously thought.

At Rick and Julie's wedding reception, guests on the dance floor pair up for a couples dance, leaving CB and Lainey with no other choice than to dance together. While they dance, the two best friends realize there's something more between them.

Set post "Titanic Love". Lainey is rocked to the core by the revelation that CB is in love with her.

C.B. becomes jealous when Jeff starts spending time with Coach Mellor. Meanwhile, Ephram suffers an injury.

Told from Emily's point of view. Emily turns to Lainey for help when Coach Mellor begins acting hostile towards Emily. Meanwhile, Logan discovers a football player at William Penn has a crush on him. Jeff does not appear.

Jeff and Emily hide the seriousness of their relationship while Logan and Ephram try to cover up the fact they fell asleep in Logan's room. Meanwhile, Coach Mellor schemes to get the basketball team a spot in the Thanksgiving Day Parade and turns to Beverly Goldberg for help.

Jeff and C.B. start a movie club at William Penn. When Jeff picks "The Sandlot 2", the club is divided on their opinions, which soon spreads throughout the whole school. Meanwhile, Lainey convinces Logan to purposely test Emily to make her feel like a parental figure.

Erica's the one who figures out that Lainey's gone and fallen for CB.

Taking place in 2000-Something, Jeff Longston is the new Algebra teacher at William Penn. His serious personality gets him off on the wrong foot. Meanwhile, in a homage to "One Tree Hill", Coach Mellor and Lainey scheme to get two former best friends on the basketball team get along