One of Christina's tiara's accidentally falls off onto Mrs. Chesterfield's terrace. Jessie and Zuri must find a way to sneak into her apartment to get it back, so they get Bertram to ask her out.
Jessie has everyone take the subway to the cultural fair; Bertram and Ravi look for a spider in their apartment.
Jessie and Zuri read a bedtime story that places the gang in medieval times.
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