Jessie
An idealistic teen from rural Texas embarks on the adventure of a lifetime when she decides to leave behind starry nights for big city lights. Thrilled to be on her own and determined not to be intimidated by New York City, she accepts a job as nanny for a high-profile couple with four kids. Helping to keep her moral compass in check are Bertram, the family's butler, and Tony, the building's 20-year-old doorman.

Season 2 · Episode 25 ·
Break-Up and Shape-Up
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.
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Episode 25 of season 2 of Jessie: “Break-Up and Shape-Up”. Aired 2013-08-23. Watch it online free on ZapFlix.