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Ravi is worried about Mr. Kipling as he has been acting weird and going places in the middle of the night. But, he quickly learns Mr Kipling is actually Mrs. Kipling and has laid eggs. Ravi does whatever it takes to take care of his grand kids. But, is he a little out of control? Meanwhile, Milly the Mermaid is murdered and everyone must help Zuri prepare for the funeral.moreless
Its Zuri's Gotcha day, and Jessie is in charge of getting Zuri's party ready, but she's worried that Zuri won't like the decorations she's picked out. Ravi and Luke tell about their Gotcha days, and Ravi soon learns a secret about his Gotcha day. Meanwhile, Bertram tries to make the house spotless, but keeps finding inexplicable messes.moreless
Jessie leaves Emma in charge of Luke and Ravi while going on a casting call. Meanwhile, the kids go in search of finding the source of a mysterious noise inside the walls.
Jessie writes and directs a play for the school and casts Luke as the main roll. But, Creepy Connie is also cast in the play and tries to become the female lead role and kiss Luke. Zuri job shadows Betram.
Jessie, Bertram and the kids head to Bali for a family vacation, but when their private jet starts to experience difficulties, Jessie takes control of the cockpit and makes an emergency landing on a tropical island. Jessie must figure out how to get the kids home safely, all while recovering from a poisonous bug bite, escaping scary monsters and tracking down Mr. Kipling.
Jessie tries to help Zuri conquer her fear of dolls by confessing one of her own unusual fears. Meanwhile, Cameron teaches Ravi how to impress a girl; and Bertram listens to opera nonstop to win a radio contest.
Jessie and Tony decide to retry their first date.... for the fourth time. Meanwhile, Ravi, Luke and Bertram get trapped in a huge tea cup.
Jessie meets Agatha's twin sister who she plans to become friends with. But, she learns she is even worse than Agatha. Meanwhile, Emma has a pimple.
Zuri wants to enter a beauty pageant but, Jessie is against it, that is until Agatha announces she is entering the girl she is the nanny of. Jessie is so intent on winning she tells Zuri to cheat. Meanwhile, Ravi and Luke do an experiment on Bertram.
Jessie tries to prove to Emma her new boyfriend is a bad influence. Meanwhile, Zuri tries to save her favorite tree from being taken down.
Jessie tries to prove to Mrs. Chesterfield that the kids aren't to blame for stealing her hair product and switching it with glue, resulting in her hands bring stuck to her hair. She also attempts to help her to fix the situation.
Jessie takes advice from a woman who she thinks is a nanny. Meanwhile, Zuri, Ravi and Emma break into Bertram's room to get their confiscated stuff back.
A nanny creates lies about Jessie and posts them on the internet making Jessie look bad. Jessie becomes tired of this and tries to stop her once and for all.
Jessie is asked out on a date which makes both Tony (who was about to ask Jessie on a date himself) and Zuri (who usually gets read a bed time story by Jessie) mad and they team up show Jessie that Brody isn't the one for her.
Jessie uses Christina's tiara to take photos to show her family back home in Texas and make them think she is living the true dream. But, she drops it over the tearce and onto Mrs..Chesterfield's. Now she must find a way to get it back before Christina realizes it is missing. Meanwhile, Emma, Ravi and Luke shoot a video where Mr. Kipling is a superhero.moreless
Emma tells Jessie she needs to work on a project that is due the next day and she needs to go to a culture fair. Zuri and Ravi tag along so they can play at a park and see the statue of liberty. Jessie suggest they take the subway but, they keep getting off at wrong stations and farther away from the fair encountering strange people an cultures on the way. Meanwhile, Luke and Bertram try to kill a spider that is in the kitchen.moreless
Ravi officially starts school after months of working with a tutor and doesn't quite fit in. To make matters worse, Luke pretends not to know Ravi as he is embarrassed by him. Meanwhile, Jessie helps Zuri raise money so she can get a new doll after she accidentally ruins hers. Also, Emma tries to break in her new heels.moreless
Morgan asks Jordan Taylor, a famous actor, to stay at the Ross house for the weekend in the hopes that Jordan will star in Morgan's next movie. When Jordan asks Jessie out on a date, starstruck Emma is jealous and does everything she can to make sure Jessie doesn't go on the date. Meanwhile, Luke and Zuri go through Jordan's things.moreless
It's Christmas time at the Ross house but Mr. and Mrs. Ross must find a different way of getting home after all planes are grounded. Jessie, Emma and Luke are put in mall jail after a run in with a Christmas elf. Meanwhile, Ravi learns about Santa and is terrified of him.moreless
Jessie invites a Connie over to help Luke in math but, she doesn't know Connie has a huge crush on Luke and stalks him. She lives up to her nick name, Creepy Connie, when Jessie confronts her about how Luke feels. Meanwhile, Ravi downloads a new app that predicts the future.moreless
Jessie tries to find real friends for Zuri when she learns she should have grown out of imaginary friends long ago. But, when she finds a friend for her she soon learns that she is a bad influence. Meanwhile, Mr. Kipling becomes attached to a Play Structure at the park so Emma, Ravi and Luke try to unhook it from the play ground and bring it home.moreless
Jessie and Luke are confronted about creating a demo music video when a producer hears Jessie sing and Luke dance in the park. Meanwhile, Emma creates an online profile for Bertram so he can reconnect with someone he knew in high school.
Jessie and Ravi help Luke win a paintball war after Jesse embarrasses Luke in front of another kid. Meanwhile, Emma hangs out with a friend instead of going to Zuri's Tea Party and Bertam goes instead.
When Ravi gets sick of Luke and Zuri's pranks, he puts a plan into action to show teach them about Karma. Meanwhile, Jessie gets asked out on a date by Tony but just wants to be friends so things don't get akward between them.
Jessie doesn't particularly like Mr. Kipling but a woman in the building has an encounter with him and wants him out of the building. So, Jessie does everything she can to keep Mr. Kipling from being taken away. Meanwhile, Luke and Emma must work together for a Photography class. Also, Zuri is being bullied by an Imaginary friend.moreless
Jessie moves to New York after finally moving out of her parents house. After being thrown out of her the taxi because she lost her wallet, she is confronted by a young girl asking Jessie to be her nanny. She accepts and soon learns the job is hectic!