Mackenzie "Mickey" Murphy is a hard-living, foul-mouthed, cigarette-smoking woman who moves to affluent Greenwich, CT to raise the spoiled kids of her wealthy sister who fled the country to avoid a federal indictment. She quickly learns what the rest of us already know - other people's children are awful.
When Mickey's attempts at disciplining the kids are ignored, she decides to shed her "cool aunt" persona and lay down the law.
After Chip gets roped into a scandal, Sabrina leads a School Honor Board trial against him, where he must choose between snitching on his teammates or taking the fall. Meanwhile, Alba dents the family Bugatti, with Ben as a witness.
The Pembertons return to their country club to restore their family reputation, but Mickey gets into a fight with the phony country club ladies and Chip has been demoted from the champion golf foursome.
All hell breaks loose, as the kids fight over who will take the master bedroom. Also, Mickey pursues a wealthy businessman who quickly discovers that she is not the prize he thought she was.
Mickey tries to quit smoking. Meanwhile, Ben meets a new friend.
When Mickey learns they've all forgotten Ben's seventh birthday, the family is forced to put their selfish tendencies aside for one day and throw him the celebration he deserves, which proves way harder than it sounds.
Mickey tricks Sabrina into thinking she's pregnant to scare her into taking birth control. Meanwhile, Chip considers a vasectomy to thwart gold-diggers, but has not even kissed a girl.
The Pemberton kids learn some lessons in "tough love," when Mickey calls in their overly strict grandmother to discipline them. Meanwhile, Mickey reunites with Jimmy.
An unapologetic degenerate moves to affluent Greenwich, CT, to raise the outrageously spoiled kids of her wealthy sister and brother-in-law, who have fled the country to avoid prosecution for illegal activities.