Jane se entera de que está embarazada, pero no se lo dice a Michael porque no parecía emocionado por la perspectiva de tener hijos. Intenta abortar en secreto, pero cambia de opinión. Michael está furioso con Jane por mantenerlo en la oscuridad, hasta que la alegría por su hijo los vuelve a unir. Billy recibe una columna en el periódico del barrio. No puede pensar en un tema porque su vida es aburrida. Con la esperanza de aliviar este problema, convence a Jake y Matt de hacer puenting con él. Después de que no puede seguir adelante con el salto, Billy escribe una columna sobre "" debilitarse "".

Billy está deprimido cuando el Melrose Times se retira. Le pide a Alison que lo acompañe en una visita a la casa de sus padres, luego le ruega que se haga pasar por su novia. Billy intenta convencer a sus padres de que está a punto de convertirse en un escritor exitoso, pero se ve obligado a ayudar a administrar la tienda de muebles de su padre debido a un trato que los dos hicieron una vez. Él renuncia enfadado después de que su padre cuestiona sus técnicas de venta, y luego le pide a su padre que le deje vivir su propia vida. Sandy se hincha la cabeza después de conseguir un papel en una película de terror y termina mudándose. Ella baja a la tierra después de que el director intenta insertar desnudez en una de sus escenas. Michael se lastima en el apartamento. Él y Jane hablan de su entusiasmo y ansiedad por el próximo nacimiento de su bebé.

Alison undergoes successful surgery, and Billy agrees to care for her when she returns home from the hospital. They both become frightened by how much they have come to care about each other. Jake and Jo observe that the necklace Billy plans to give Alison for Christmas is more than a ""friendship"" present. Billy disagrees, but decides not to give Alison the gift after she makes him agree to a ""no presents"" pact (because she is short on cash). Alison fears that she has hurt Billy's feelings. She later apologizes, and he gives her the necklace. They admit that they have become confused by their feelings. Jo and Jake try to overcome their unhappy memories of Christmas. He is excited about making a fresh start, but she remains cynical and wants to ignore the holiday. She also tries to push Jake away, but they end up having a hot make-out session. Michael is depressed when he and Kimberly cannot save a young gunshot victim, but his spirits are revived after delivering a baby for t

Jane throws Sydney out, but Amanda leases her an apartment in the building. Alison travels to a ranch to make a presentation to millionaire computer exec Steve McMillan, but it does not go as planned. Matt decides to marry Katya. Michael sleeps with Sydney while Kimberly is out of town at a conference.

Jake and Amanda pull out of Reed's business when Jake discovers some inconsistencies in his story, but Jo accuses him of jealousy. Reed picks up a shipment of drugs on the boat while Jo is sleeping on board. When Jo discovers drugs stored in a compartment below deck, Reed assaults and kidnaps her. Sydney overhears a semi-comatose Michael babbling about his plea for Matt to change his blood alcohol results. She lays the groundwork for a blackmail scheme. Frustrated by her inability to get in touch with Billy, Alison flies to New York to surprise him. She is stunned to find him having drinks with another woman. Jeffrey is transferred to the east coast after coming out of the closet.