The Ross kids become concerned that history is repeating itself after a scary old doorman tells them a building legend about a nanny who did “something terrible” to the kids in her care on Halloween. Meanwhile, Jessie and Tony work together to crash an exclusive Halloween party so Jessie can give her short story to a famous magazine editor.

Jessie joins a comedy improv class and Tony goes to embarrassing lengths to prove his love for Jessie. Meanwhile, Ravi recruits Zuri to help him babysit Mrs. Kipling's baby lizards.

It's the first day of the new school year. Luke brings Kenny the Koala to school, but it falls out of his backpack. Ravi tries to cover for Luke and says that it's his, causing him to be made fun of. Meanwhile, it's Emma's first day of high school and she meets an interesting new friend, Rosie.

Ravi is having trouble finding a home for all 12 of Mr. Kipling's baby lizards.

Christina is having a fashion show and is worried that the owner of a fashion blog, Tippi Trashbot, will give her show a bad review.

It’s a big night for Jessie and the kids when Emma manages to steal Austin Moon’s shoe during his performance at Times Square on New Year’s Eve and Bertram manages to lose Zuri in the massive crowd. Jessie seizes the opportunity to show Austin and Ally some of the songs she has written.

The Austin & Jessie & Ally All Star New Year crossover starts on Austin & Ally S02E06 Big Dreams & Big Apples (I).

Jessie and the Ross kids meet Tony's family.

Jessie offers to introduce the kids to NBA All-Star Chris Bosh, who's in town to play one of Luke's favorite local basketball teams at the park.

Zuri is having problems with a teacher at school, so Jessie volunteers in her classroom so she can assess the situation.

Jessie gets her big break as a stunt double to popular Australian actress Shaylee Michaels and the two become fast friends. But chaos ensues when the movie’s director and Shaylee’s boyfriend, MCD , asks Jessie out on a date. Meanwhile, Emma helps sneak Zuri’s pet zebra into the penthouse.

Luke breaks his leg in a dancing accident at the school carnival. Since he is wheelchair-ridden, he stays on the terrace of the penthouse and notices a suspicious figure dressed in black at the carnival. He enlists Emma's help to find out who the shadowy figure is, and it is revealed to be Bertram.

Zuri must get back a cherished toy that Jessie passed on to her after she trades it to a toy collector. Luke and Emma prepare Bertram for a Salsa dancing contest to win his crush's heart.

Jessie and the Ross kids meet Tony's family.

When Tony forgets their first anniversary, Jessie composes an angry ballad that goes viral. Luke tries to help build Ravi's self-esteem.

Emma gets upset when her friends gravitate to the new girl in school; Ravi helps Luke with a project about India.

After Jessie and Ravi discover that Zuri is a chess prodigy, Jessie enters Zuri into a chess competition where she can win two tickets for a trip to Paris. Meanwhile, while watching a show about unsolved crimes, Luke and Emma start to believe that Bertram is the "Scuba Bandit" and try to prove this – however, Bertram finds out and forces them to be his crime assistants.In the end, Zuri throws the match so that her opponent can go home to Paris to see his family and make amends, and Luke and Emma discover that Bertram isn't really the Scuba Bandit – he was just pretending to get back at them for believing that he was, but when they're watching the show again, they start to believe that Jessie is the Sweetheart Thief as the episode ends.

Jessie offers to help Zuri earn scout badges during a camping trip to Central Park. Luke convinces Ravi that lying is a super power.

Jessie loses a pet bunny. Emma gets Luke to help her learn more about sports to impress a guy at school.

Emma sneaks out to the school dance to warn Luke that his new crush is going to dump him. Luke gets relationship advice from Adam Sandler. Zuri and Ravi set traps for a burglar.

At a slumber party, Luke calls Jessie to pick him up because he misses Kenny, With Jessie's guidance Luke decides that it’s time to give up Kenny his stuffed koala, so he tries to spend one night without Kenny and gives him to Jessie to take care of. He was probably able to make it but when Jessie tried to give it back to Luke she ended up dropping him into traffic therefore cutting his arm and head off off but Stewart thinks he can fix Kenny by performing emergency surgery.

Luke, Ravi, Zuri, and Stewart get locked in the penthouse panic room.

Jessie invites Bertram's mom out for his birthday. However, Bertram doesn't like his mom that much because she always steals the spotlight. Now, Jessie needs to bring the two together. Meanwhile, Ravi and Luke work on a science project together.

Future Jessie appears from a time machine to warn present Jessie that Ravi will cause a threat to her future life.

Jessie post a secret and Zuri reads it and thinks that Jessie is an alien, but Zuri tries to make Jessie to think that she's and alien too.

Tony and Jessie attempt to make each other jealous by asking their exes on a double-date, causing the duo to break their dating relationships, which also saddens Emma & Zuri in the process. Meanwhile, Luke & Ravi attempt to sabotage each others' plans on how to relieve Bertram's stress level. Unfortunately, this leads Bertram into thinking that the Ross brothers don't actually care about him. Also, he's hypnotized into thinking that he's a stray tomcat.

When Jessie's dad invites her out to the military camp to visit, Jessie and the kids embark on what should be a pleasant vacation, however when they arrive Jessie is shocked by some news her dad reveals. Not only that Jessie also meets her long time rival Darla again whose younger brother Caleb takes a shine to Emma. Emma and Caleb try to make their relationship work while Jessie and Darla do everything they can to try and break them apart.

Jessie and the kids are excluded from the building Halloween party. They throw their own party, which is interrupted when Emma and Luke become possessed by evil spirits.

Jessie's new agent gets her a job as a hand model.

Jessie gets an opportunity to be the understudy in an off-Broadway play. Unbeknownst to her, Luke plots to sabotage the star so Jessie gets to be on stage. Meanwhile, Emma and Zuri help Bertram make a web show in which he is the star.

Jessie decides that she and Tony will set each other up.

Luke asks his adoptive mom, Christina, for information about his family history after he is assigned a report at school.

Jessie is excited when she and the Ross kids are invited to participate in a reality show.

When Teddy Duncan (Bridgit Mendler) gets accepted into a college in New York City, she goes to New York, alongside her brother P.J. (Jason Dolley), and meets up with Jessie. When a blizzard traps P.J and Teddy in New York City, Jessie and the Ross kids try to get them back to Denver the rest of the Duncan family go and get them as well. Meanwhile in Colorado, Gabe (Bradley Steven Perry) is being a scrooge.

Jessie enrolls Luke in a dance class.

Jessie asks Emma to invite the new girl from the building to her party as a welcoming gesture.

Jessie hooks Zuri up with a new girl named Wendy McMillan after seeing a director to get her acting career started. With Jessie she's an angel, but while Bertram is in charge, she tears up the place and wrecks everything. Bertram tries to take care of it, but Wendy hooks Bertram up too. Zuri tells Jessie she's a monster and wants to stop playing with her. Meanwhile, Emma goes over her limit on her cell phone bill, so Jessie forces her to get a job so she can pay the bill herself.

Creepy Connie returns with a sidekick, Mackenzie. The two play a cat and mouse game as they vie for Luke's affection.

Jessie makes a friend in acting class only to find out her new pal Abbey is not all that she seems.

Jessie and Zuri set out to host a birthday party for Taylor, a new friend who’s sorely missing her mother, a deployed member of the military. When Taylor decides she’d rather not celebrate anything without her mother, Zuri enlists the help of Mrs. Obama.

Jessie is in need of some extra money to buy a special gift for her dad's birthday. She accepts a job at Empire Skate Building only to find out that Emma is her boss.

Jessie and Zuri discover Stewart has a new laid-back "manny" named Hudson. Having grown to like Stewart, Zuri resents being told not to see him, and they run off together.

Jessie races to make sure the Ross kids make it to school on time, but there are many bumps along the way.

Jessie becomes frustrated that she can't land any acting gigs, so she takes matters into her own hands by participating in a 24-hour film festival. She recruits the kids to help her direct, shoot and edit her film, but things get complicated when all the kids have their own ideas about what the film should be.

Ravi's birthday present from his parents is a trip to outer space with the rest of the Ross kids and Jessie. Their trip takes an unexpected turn when Ravi ends up not going.

Jessie agrees to accompany Bertram to his high school reunion, so he can show his former classmates how successful he has become.

When Jessie lands two VIP wristbands to Emma and Zuri’s dream concert, the girls compete to be her guest. Meanwhile, Bertram becomes infatuated with his new talking coffee maker.

Jessie hits it off with a new guy she meets in the park named Brooks, unaware that he is Ms. Chesterfield's son.

Unhappy with her son's budding relationship, Mrs. Chesterfield hires Bertram; she's hoping he finds dirt that will cause Brooks to break up with Jessie.

The Halloween Festival takes a scary turn when Brooks proposes to Jessie and she learns that none of the Ross kids approve.

Jessie and the Ross kids plan a tropical Christmas at the family's Hawaiian villa where Jessie reunites with old friend and superstar, Shayelee Michaels.

Jessie is on a mission to get to an important audition; however, she and Ravi wind up on the "Rides to Riches" game show in which contestants can win prizes during their taxi ride.

Parker and Joey, Jessie and the Ross kids plan a tropical Christmas at the family's Hawaiian villa where Jessie reunites with old friend and superstar, Shayelee Michaels.