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Between the Swoon and New York City

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Between the Swoon and New York City is the twenty-first episode, and also the first part of the 2-hour Season 3 special, and the 73th episode overall. It aired on September 19, 2014.


Jessie meets a new guy she meets in the park named Brooks, unaware that he is Ms. Chesterfield’s son. Meanwhile, Ravi gets a rare baseball, so Luke tries to steal it, and Bertram has to take care of Zeus, the dog of Mrs. Chesterfield, who doesn't want Brooks dating Jessie. Zuri and Emma, seeing the two dating, want Jessie to date Tony instead.

TO BE CONTINUED In No Money, Mo' Problems


Main Cast

Guest Cast


  • This is the first appearance of Brooks.
  • Jessie starts dating Brooks in this episode.
  • The title most likely refers to Brooks being the 'swoon', and Jessie's relationship with him and New York City.
  • The scene where Luke tries to steal Ravi's baseball and is almost crushed by a boulder falling down the stairs is a parody of Indiana Jones. The dramatic theme, the baseball on the piedestal and the boulder all refer to it.
  • It is revealed that each time she gets married, Mrs Chesterfield changes her last name.
  • It's revealed that Brooks is Mrs Chesterfield's son
  • This episode hints that Mrs Chesterfield's hairdresser and most of his husbands are dead


Jessie logo
To view the Between the Swoon and New York City gallery, click here.


Jessie-Between the Swoon and New York City Promo00:31

Jessie-Between the Swoon and New York City Promo

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