Caroline's date is a no-show after promising to take her to one of the city's hippest new restaurants, so she and Max decide to take advantage of the hard-to-get reservation.
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Caroline learns that her childhood nanny passed away and brings Max with her to attend the funeral. But once there she discovers that the woman never spoke of Caroline to her own family.
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Deke takes Max to his place after a great first date, but his so-called home is nothing like she expected. Meanwhile, Caroline feels empowered and then scared after she has a shady-looking car towed from the front of the Cupcake window.
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Caroline asks Max and Deke to join on her dinner date at Nicholas' loft to make sure she doesn't do anything she might regret. Caroline and Max also treat themselves to very special hair appointments.
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Caroline tries to fit in with Max and the diner gang as they go out to get wild and crazy at the St. Patrick's Day parade but she finds herself longing to practice her former holiday traditions at the Plaza Hotel.
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Max and Caroline are forced to find the original tenant of their apartment when the lease expires and convince him to re-sign or else they will face eviction.
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