After helping Austin Moon get his New Years' Eve performance at Times Square, Jessie and the Ross kids are invited to a concert in the Mall of Miami in which she writes her own song, and gets to perform a duet with Austin, who is also trying to deal with the advances of Emma. However, Jessie's lyrics turn out to have been written by Zuri, a fact she tries desperately to conceal from her.
Jessie passes along a cherished doll she had as a child to Zuri, but a sleazy auctioneer talks her into trading it in for a mechanical bunny doll with debatable taste. Meanwhile Luke and Emma set Bertram up with a chef he's head over heels in love with, only to find himself over his head when he has to learn how to salsa dance with her.
Jessie loses a bunny that Zuri brings home as a class pet, and she struggles to keep it from Zuri until she finds it. Meanwhile, Emma starts to date a guy who likes sports. Luke is supposed to help her, only to end up "stealing" her date.
Jessie punishes Emma by not letting her go to the school dance. However, Emma still sneaks out to warn Luke about his date's mean and jealous ex-boyfriend. Meanwhile, Ravi and Zuri set up traps all over the penthouse to prevent burglars.
Luke decides that it's time to cut the strings between him and Kenny the koala, with some help from Jessie, but it proves to be quite the challenge. Meanwhile, Stuart comes over to stay for a few days, and reveals a newfound crush on Emma.
Jessie becomes suspicious of Tony when he trains a beautiful girl to be the new door-person. Things heat up even more when Jessie's hot ex-boyfriend comes to town. Meanwhile, Luke and Ravi fight on how to best reduce Bertram's stress level.
Jessie and the kids travel to her dad's military base in Texas. While there, she tries to convince her father that she made the right choice by moving to New York, but neither she, the kids nor old family feuds are making it easy for her.