Logan Pepper

Oliver tells his parents that he's so embarrassed by their modest house that he'd rather not have a birthday party at all. Katie decides to ambush him with a surprise party at home with all his wealthy friends.

The Ottos face the prospect of leaving Westport when their house is put up for sale. No one wants to leave except Katie, who seems determined to move on.

Anna-Kat tells her parents that all she wants for her birthday is a chance to walk the three blocks to the library alone. Meanwhile, Greg has a hard time adjusting to the fact that Taylor has a boyfriend, and Katie is annoyed that Oliver's entitled friend Cooper Bradford seems to be spending every waking moment at the Ottos.

Taylor enlists Oliver to help her carry out a scheme so she can ditch her less cool friend Ellen and go to a concert with her "blondetourage." Meanwhile, Katie is devastated when Anna-Kat doesn't need her as much anymore, which causes Katie to make poor and desperate parenting decisions.

The Otto children begin to experience struggles in their love lives after jumping into the dating world: Oliver is forced to choose between his girlfriend and his friend Cooper who come from two different worlds; Greg must play the bad cop parent to halt the PDA between Taylor and Trip; and Anna-Kat tries to make her relationship with Franklin official, without his consent.