Andy introduces Jessica to Ben, then tries to prove his theory that Ben and his twin brother are sharing her. Meanwhile, Byron has a festering burn on his back and can't change the bandages on his own.
The co workers are eavesdropping on Jessica's therapist neighbor, who describes her 'cold'. So, Jessica desperately tries to change her ways. Meanwhile Andy hits on Dina, one of the therapist's patients, knowing that she'll begin a relationship with anyone providing he doesn't tell her he loves her.
When Andy's attempt to help Wendy with her singing career backfires, she decides to give up her dream entirely. Meanwhile Jessica fools herself into thinking office hunk Milo is not only cute, but also smart and witty.
Freddie Pickering, kooky heir to the Pickering legacy, promotes Andy and has him join his life of wealth and debauchery. As this creates a rift between Andy and his friends, he proposes to take them along on a trip to Rio.
When Jessica asks/demands Andy to pick up her nephew Jake after soccer practice, he picks up the wrong kid. Soon the real Jake turns out to be a terror and Andy wishes he'd stuck with Fake Jake instead.
Byron makes use of Andy's sarcastic suggestion of introducing a cartoon character into their deep fryer manual, which instantly becomes a huge hit. Not only does Andy resent Byron for stealing his idea, the 'Duh Dog' is also obviously modeled on him. Meanwhile, Keith has become addicted to the deep fryer in question, frying everything he can get his hands on before devouring it.
Inspired by their co workers, Andy and Jessica decide to engage in some charity work, and soon find themselves competing to win a writing competition at a local prison. Meanwhile, Byron owes Wendy $500 on account of a frivolous bet and wonders how he's ever going to pay up.
Andy asks his friends to help him move his condescending grandmother. Before he knows it, Byron has become Andy's grandma's lover while Wendy and Keith are addicted to her old medicine. Meanwhile, Andy's neighbors Phil and Teak have fallen for Jessica.