On Charlie's second birthday, the whole Duncan family winds up in prison. Teddy, Gabe, and Charlie are arrested for trying to break into a Gurgles concert (Charlie's favorite television show) after Teddy failed to get tickets. P.J. is there for harassing one of the Gurgle actors repeatedly, and Amy and Bob, the parents, are there because they were in possession of a stolen mini-horse, which Bob rented for Charlie's birthday party, completely unaware that the animal was stolen.
Teddy and her best friend Ivy want to go to a party thrown by a senior boy, but their mothers don't allow them to since they've never met the boy. Desperate for permission, they use a phone app to create a fake phone call that sounds as if Teddy's mother is giving Teddy permission to go to the party; when Ivy's mom learns that Teddy's mom, Amy, has supposedly given permission, she allows Ivy to go as well. Then they do the same thing backwards, creating a fake phone call from Ivy's mother so Teddy with be able to attend the party. However, just when it seems their ...
As Bob and Amy plan to spend the weekend in a hotel suite, Teddy and PJ are throwing a party, which is put at risk when Bob and Amy cancel over an argument. Meanwhile, Gabe goes to the cotillion with Jo, where an unexpected problem arise.
Teddy is happy that Evan walked her home, because she likes how he looks in his swim team swimsuit. Gabe think Evan looks familiar, and later (when he and Teddy are alone) remembers that Evan was at the store buying some roleplaying cards (similar to Pokemon cards). Teddy is dismayed at first that she and Evan don't have much in common, and then works with Gabe to learn the game to impress Evan. She arranges for Evan to "accidentally" discover her "secret love" of the game, and he invites her on a date. She has to bring along Charlie, and then learns that the date is ...
Gabe's teacher wants to talk to his parents. Because she has poor sight, Gabe trusts that PJ and Teddy can impersonate them. Teddy is reluctant to present his boyfriend Derek to her parents. Good luck, Gabe. Good luck, Teddy.
PJ becomes Bob's weight loss coach. The Duncans promise Gabe a belated 12th birthday party of his dreams. Teddy and Ivy have a fight, but soon go pay each other a visit to apologize. But, snow forces everyone to stay in.
When Amy, Charlie, and Teddy travel to Chicago to visit a relative, they are mistaken for famous hip-hop dancers and have to dance on "Shake it up Chicago." Meanwhile, back home, P.J. and Gabe have a yard sale to make money off of all their useless junk and accidentally sell their neighbor a cookie jar with five-hundred dollars inside!
Teddy and Ivy babysit for the new neighbors, but trouble rises when Teddy loses one of Amy's expensive earrings and goes to great lengths to find it. Meanwhile, Gabe makes Bob think he wins a lot of money so he can go to an amusement park.
When Skyler unexpectedly moves to New York, PJ decides to go after her. Teddy tries to get a job at a clothing store where Spencer works so she can get a discount on clothes. Gabe is nervous about talking to a girl, so Amy tries to meddle.
The Duncan family travels to Hawaii for Bob and Amy's anniversary, and, while playing a game with Charlie, Amy steps onto sacred ground, resulting in a strange man putting a curse on the family. Amy doesn't believe it at first, but when bizarre things begin happening, such as P.J. and Gabe nearly becoming victims of a helicopter crash, Bob getting hit in the head with a golf-ball, Charlie getting lost, and Teddy having a surfing accident. Perhaps worst of all, Amy gets trapped in an elevator and has a serious allergic reaction, causing her entire body to swell up in ...
When Teddy buys a used car from Ivy's dad, it gets wrecked immediately. Amy is upset when Charlie starts pre-school and thinks that she doesn't miss her. Gabe and PJ try to get out of going with Bob on a fishing trip by finding him friends.
Teddy agrees to go with Bob to his bug convention so she can get him to buy her a new car. Meanwhile, PJ's friend from Kwikki Chikki University comes to stay with the Duncans. Gabe and Jake make a monster movie with Charlie as the monster.
Gabe and his friend Leo open up a lemonade stand, but after a fight, they end up competing against one another. Meanwhile, Teddy tries to avoid going to the homecoming with Emmett, and PJ accidentally breaks Bob's old band's album.
Mary Lou wins an audition to sing the national anthem. Teddy is excited because she is promised the car that Mary Lou wins, but her plan soon hits a snatch. Meanwhile, the Duncans plays an annual bowling match against a rival family.
Teddy and Ivy take Charlie trick-or-treating, but after being tricked by the neighbor kid, Teddy and Ivy plan revenge. Meanwhile, Mrs. Dabney tricks Gabe so he has to work a full day for her, and PJ goes goth to impress his new girlfriend.
Gabe and Amy are asked to appear in a commercial for Super Adventure Land, and Amy tries to steal the spotlight. Meanwhile, Teddy gets a job at SAL, but it means working closely with Emmett. Bob is over the moon for PJ's cooking skills.
After listening to a bad children's book in Charlie's preschool class, Teddy and Amy decide to write their own book. Meanwhile, Gabe picks Bob to go to career day at his school, and PJ counsels a couple who has trouble with their marriage.
Amy finally gets to stay home and cook Thanksgiving dinner this year, but PJ has other plans. Meanwhile, Bob's father starts dating Mrs. Dabney, to Bob and Gabe's horror; Teddy and Ivy are buying cheap MyTabs, but they get some competition.
Teddy's getaway trip with Ivy's family to their lake house turns out differently than expected. Meanwhile, Amy and Bob try to investigate where Charlie learned a bad word, and Gabe and PJ get into a daytime show Mrs. Dabney watches.