CB gets a chance to revisit the night of the talent show, the night Barry showed up and derailed his plan to tell Lainey he had feelings for her. What things will he do differently? And what impact will his decisions have on the future?

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.

When a group of teachers decides to go line dancing at a local country western bar, Lainey declares herself CB's wing woman. She soon discovers that finding a potential mate for her best friend isn't all it's cracked up to be.

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.

CB recites poetry to Lainey... while he does other things.

Wilma invites CB and Lainey to join her and Johnny Atkins on a weekend trip to Atlantic City. After some convincing from Wilma, CB and Lainey agree to share a hotel room together to allow the lovebirds some time alone. What could possibly go wrong… or what might possibly go so right?

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.

Inspired by a Tumblr post from @cblikeslainey: After Lainey and CB start dating, he buys a shit ton of those school fundraiser Valentine's Day carnations and has them delivered to Lainey.

It's Thanksgiving and Coach Mellor's parade goes into action. The reporter covering the parade turns out to be Jeff's ex-girlfriend. Emily and Logan's grandmother visits for Thanksgiving. Jeff's mother also visits.

When Barry isn't able to make it to Jenkintown in time for Valentine's Day, CB surprises Lainey with a gift from the heart. He ends up getting more than he bargained for.

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

CB felt dejected when Lainey left with Barry Goldberg, her high-school sweetheart, after William Penn's talent show Saturday night. He headed into school that next Monday, dreading the notion of facing her again… but ironically, she couldn't wait to see him.

Lainey and Wilma throw a New Year's Eve party for William Penn's faculty, and everything goes off without a hitch - that is, until Lainey realizes she has feelings for CB.

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

Jeff returns to William Penn after his grandmother's funeral. All he wants to do is get back to his normal routine. However, C.B. and Coach Mellor know he still has some grieving to do.

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.

Coach Mellor intervenes when Ephram is too scared to go to the Halloween Masquerade Ball with Logan. Meanwhile, after a rival school plays a prank, Jeff, C.B., Lainey, and Emily decide to get revenge.

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.

Lainey decides to put on "High School Musical" at William Penn. Meanwhile, Jeff gives college tours to the high school seniors and begins regretting not going to college.

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

Jeff is upset when C.B. is given the position of the new Academic Coach, so he decides to create his own team. An all-out academic war breaks out within the hallways of William Penn. Meanwhile, Lainey and Coach Mellor help Logan ask his crush to the school dance.