Teddy applies for a job at a trendy teen clothing store where Spencer works. Teddy’s main reason for applying is that she wants a discount on new clothes for her upcoming school photo, however in order to get the job and fit in she needs to get a tan. However the self-tanner she applies goes awry when Charlie gets involved! Also in the episode Bob chases after PJ after he leaves for New York City when he finds out Skyler has moved there. And, Amy finds herself over-involved in Gabe’s life, inviting a girl over who she thinks he likes, but it’s the wrong girl!

Teddy and PJ pose as Gabe's parents as they attend a conference with his elderly teacher, Mrs. Monroe (K Callan). Everything goes well until Mrs. Monroe spots Teddy on a date with her latest crush, Derek (Reid Ewing). Mrs. Monroe thinks that Teddy is "cheating" on her husband. Meanwhile, PJ and Skyler go on their first official date; Bob bets that Amy cannot build Charlie's new playhouse without his help.

The Duncan family goes on a trip to Hawaii in celebration of Bob and Amy's 20th wedding anniversary. After wandering onto sacred ground, Amy gets the entire family cursed, but refuses to believe it, until she is trapped in an elevator with a claustrophobic woman. Soon after, Teddy gets knocked out during her surfing lesson; PJ and Gabe's aerial tour pilot falls asleep during the flight; Bob gets knocked out with a golf ball, and Charlie goes missing. Meanwhile, Bob faces continuous hour-long timeshare seminars.

Still thinking that they are cursed, Amy encounters plumeria numerous times and gets severe allergic reactions. Teddy finally finds Charlie seeing her playing with a group of other children. Bob asks Teddy to pretend to be Amy for the time-share seminar. After making a promise to God during his and PJ's near-death experience on an aerial tour, Gabe coaches PJ to face his fears.

When the Duncans take a family trip to Super Adventure Land, Gabe and Amy get offered a job to be in a commercial, but when they receive the script, Amy is upset that Gabe gets most of the lines and she only gets one, so she makes a few tweaks to the script. Meanwhile, Emmett gives Teddy a job at Super Adventure Land so she could save up for a new car, but soon she discovers that the job Emmett got her is to portray the princess in the classic fairy tale The Princess & The Frog and Emmett is the frog. Also, Bob is so pleased with P.J.'s cooking that he would do anything to get more even doing his homework for him.

The Wentzes invite Teddy for a weekend at their ice house. Charlie says a bad word and Amy and Bob try to figure out who she learned it from. PJ and Gabe break Mrs. Dabney's satellite dish, so she comes over to the Duncan house to watch her soap operas, with PJ and Gabe becoming captivated by the storylines.

Teddy loses a mom's earring while babysitting. Meanwhile, Bob thinks he's won the lottery when Gabe gives him a fake winning ticket.

It's Halloween and when Charlie gets scared by Carl, Teddy decides to give him a taste of his own medicine. Meanwhile, Gabe agrees to protect Mrs. Dabney's house from teenagers, but when her house gets trashed, Gabe has to do whatever she says. Also, PJ becomes a goth because of his new girlfriend, Zoe. Bob and Amy dress as each other for Halloween.

Using a fake phone call app, Teddy and Ivy trick their moms into allowing each other to go to a senior party. Their plan backfires when the moms find out and set out to track the girls down. Meanwhile, PJ fills in for Bob's day at work (exterminating rats), and Charlie tries to get Gabe to play baby with her.

Teddy and PJ throw a house party while Bob and Amy are on a romantic date. Meanwhile, Amy forces Gabe to accompany Jo to cotillion classes.

Amy persuades the family to take part in a benefit for her hospital so she can beat her long-time arch-rival, Fran Culpepper (Devika Parikh). When they prove uncooperative in the rhythmic dancing, Amy hires professional dancers to replace the members of the family except for Charlie. Meanwhile, Teddy's classmate Lynette does not invite her to her party but she invites Ivy. Later, she finds out that Ivy has been making up excuses to go somewhere else and Teddy suspects that Ivy attended the party without her. Also, Gabe and PJ sell "old junk" on the Internet to raise money.

Amy lets her temper get the best of her when Mr. Piper refuses to admit he was wrong. P.J. decides to have a man to man talk with Skyler's old beau. Charlie's first ballet lesson may be her last after Bob breaks one of the class rules.

Amy and Bob make up for not throwing Gabe his much delayed 12th birthday party by giving him a 12 ½ birthday party, after Gabe promised to be good for a whole week. Unfortunately, Gabe's party falls on the same day as a huge blizzard. Meanwhile, Ivy and Teddy cannot get along with Ivy not liking Teddy's new boyfriend Derek, which causes a rift in their friendship. They go to each other's houses to settle their differences, the same day as the snow storm. Teddy is driven crazy by Ivy's parents Mary Lou and Harry (Ellia English and William Allen Young) while Ivy is having a great time celebrating Gabe's 12-½ birthday. Meanwhile, PJ helps Bob lose a few pounds.

As Teddy does the dishes, Charlie has put her laptop inside the dishwasher. Amy finds it inside the washer, meaning all of the video diaries have been deleted. Amy and Teddy stay up all night, reforming the video diaries. However, when PJ arrives back from Kwikki Chikki college, he notifies Teddy that he accidentally took her laptop, meaning that PJ's laptop was captured in the dishwasher. Meanwhile, because PJ has been going to college, Gabe takes over his place. But when he watches a horror movie, he is terrified and refuses to let Charlie sleep in her own room.

Bob and Amy try to potty train Charlie but when she flushes her toys down the toilet, Bob must fix the plumbing. Unfortunately, Bob cracks a pipe and water sprays him and the nearby fuse box, resulting in a blackout. So, to finish their video game, PJ and Gabe run a cable from Mrs. Dabney's fuse box to power the TV set, eventually giving her house a blackout. Meanwhile, Teddy helps Ivy prepare for her first online chat with Raymond Blues (Daniel Curtis Lee), a guy she likes.

Teddy, Amy and Charlie plan a trip to Chicago to visit their rich great-aunt Nell, where they are instead mistaken for the Duncan Sisters, a famous hip-hop dance duo and are taken to the dance studio of "Shake It Up, Chicago". Amy pretends that she, Teddy and Charlie are sisters in order to accomplish her dreams of being on TV, but since they do not know how to dance, they enlist the help of dancers CeCe Jones (Bella Thorne) and Rocky Blue (Zendaya). Back at home, Gabe and PJ hold a yard sale in hopes of raising money while cleaning out the attic, but wind up selling a cat cookie jar with $500 in it to Mrs. Dabney; Bob is obsessed with a TV show, Higgins and Zork.

Teddy has been meaning to buy a used car. An excellent offer comes up when Mary Lou Wentz wants Harry Wentz to sell his car, that he calls Gracie, because it takes up too much space in the garage. Teddy buys the car and on the way home, she accidentally totals it. Meanwhile, Amy is offended and upset that Charlie will not make a scene while getting dropped off at preschool, which leads to Mommy & Charlie Day, a day where Amy bonds with Charlie, hoping she will cry when she drops her off at preschool the next day. The next day, Charlie gives Amy a heartwarming hug. Elsewhere, PJ and Gabe try to finding Bob a friend to avoid going on their annual father and son fishing trip.

Teddy becomes nervous when she has to kiss Spencer at her job at Super Adventure Land. When they kiss, Teddy begins to have feelings for Spencer again. PJ learns that Bob mistakenly wrote his name wrong on his birth certificate. Gabe has a hard time finding a birthday gift for PJ.

Bob's father Frank (Alan Rachins) comes over for Thanksgiving and begins a romance with the newly divorced Mrs. Dabney, much to Bob and Gabe's dismay. PJ tries to trick Amy about cooking the turkey. Teddy and Ivy attempt to wait in line for a new gadget.

Charlie turns 2 years old.

Teddy and Skyler compete against PJ, Spencer and Emmett in the annual battle of the bands competition at the mall. Teddy then finds out that Skyler and PJ are dating and neither of them want to do the competition any more. Meanwhile, Bob asks Gabe to take a gift back to a rich boy in his class. When Bob goes to the boy's house to return Gabe's gift, he goes back on his word and befriends the boy's father. Also, Amy takes credit for a painting done by Charlie after her art teacher says she has no real talent and that Charlie's painting is a work of art.

Teddy babysits Charlie while also attending a larping party with Evan (Matt Prokop), her new crush. After being poked in the eye by Charlie, Amy continues to fake being hurt to stay in the hospital longer. Bob and PJ must re-edit a video of Bob winning an exterminator award after forgetting to thank Amy in his speech.

After accidentally breaking the one and only record made by Bob's old band, PJ gets the Bob Duncan Experience back together. PJ also learns the real reason why the band broke up. Meanwhile, Emmett proves to Teddy that she had promised to be his date to the Homecoming Dance in elementary school, so Teddy tries to hook him up with Alicia (Kiersey Clemons), the new girl in school. Gabe and his friend Leo (Rico Rodriguez) make a lemonade stand, but split up and compete for business after a falling-out over the profits.

When Teddy finds out she has a reputation as a goody goody, she ditches school with Ivy to earn a bad reputation. Teddy is nervous because she has never ditched before. Meanwhile, PJ tries to make a dress for Charlie for a Home EC class. Also, Gabe tries to get himself ungrounded by bringing an old love poem from Amy's high school days back to light, which he thought had been written by his father. It turns out it was actually written by Bob Diddlebock. Amy has kept it for years because it is the only love poem she ever received. In the end, Bob writes her a love poem as well and they reconcile.

The Duncan family (except Teddy) compete in a bowling challenge against some family that beats them in bowling 5 years in a row