Jess breaks the television in the living room by accidentally throwing a basketball at it. Nick and Schmidt try to convince Jess to retrieve her TV (to replace the one she broke) and personal belongings from the house she had shared with her now ex-partner, which she and her friends do.

Jess walks in on Nick in his bedroom, not realizing that he would be naked. She laughs, then leaves the room. This ruins his self-confidence with Amanda (Lake Bell), a new co-worker with whom he is intending to have casual sex. Amanda takes Nick to her apartment, where he is too uncomfortable and distracted to take his clothes off because of Jess' earlier intrusion and Amanda having a photo of Barack Obama on her bedroom wall. Cece suggests to Jess that Nick seeing Jess nude would solve the problem by leveling the situation. Jess is in Nick's room, wearing only a towel, intending to show him her naked body in order to level things. When Nick brings Amanda to his bedroom, Jess hides. Nick sees Jess trying to crawl out of the room unnoticed while he and Amanda are undressing. All three are horrified, and Jess hurriedly leaves – her towel accidentally falling to the floor as she does so. Amanda leaves, having been scared off.

Schmidt feels deprived due to not having seen Nick's genitals, and repeatedly makes failed attempts to see them.

Jess and Cece go to a nightclub, then go back to the apartment together. Cece convinces Jess that Nick may be sexually attracted to her.

Jess brings her handbell team to the apartment. It consists of delinquent students from her school who are doing it as an alternative to detention. Winston joins in and is very good at it.

In Jess' bedroom, she and Paul undress to have sex, but she decides against it. She thinks she will not be good at sex after being monogamous for years, so she asks her roommates for sex advice. Paul has little sexual experience and is also anxious. On another occasion, they again try to have sex in her bedroom, but this fails due to inept attempts at dirty talk by both of them, her complex starfish outfit and her trying to choke him. They have sex on their third attempt, in Jess' building's elevator.

Schmidt buys Cece a perfume which he had made for her.

Paul gives Jess two tickets to Vienna and to the Salzburg Festival. She gives him a model of a heart. He tells her that he loves her.

Schmidt is disappointed that the party bus that he hired for his 29th birthday party has been assigned to Frankie Muniz instead. Jess uses a school bus for the party, which she invites her boss Tanya (Rachael Harris) to. Jess hires a stripper for the party, but due to a misunderstanding, the stripper is male. Schmidt asks the stripper how to get into his line of work. Schmidt is disappointed when the stripper tells him that he earns $7,000 per year and that at least 90% of his clients are male.

Julia helps Jess fight a traffic ticket, but it results in a disagreement between them. They are very different and quickly take a disliking to each other.

Winston reunites with Shelby (Kali Hawk), who was his booty call for two years, until two years ago. He wants to rekindle that arrangement, but she is unwilling to.

Nick and Jess are threatened by a man with a gun when they want the same parking space.

Jess puts the gang's living arrangements in jeopardy when she brings the quirky landlord Remy (Jeff Kober) into the apartment to fix things, against Nick's wishes. Nick points out to her that Remy wants to have sex with her, but she insists that Remy is just being friendly. Jess invites Remy to have dinner with her at the apartment. Schmidt and Winston leave, but Nick joins Jess and Remy. Remy assumes that they are going to have a devil's threesome, but Jess backs out of it.

On Valentine's Day, Jess recruits Schmidt to go out and help her find a guy with whom to have her first one-night stand. At a bar, she meets Oliver (Ryan Kwanten), who is young, handsome and boring. She and Schmidt think he is ideal for her to have a one-night stand with because she has nothing in common with him. Cece's acquaintance Kurt joins her at the bar. Jess goes back to Oliver's apartment, driven by Schmidt because neither Jess nor Oliver have a car. At Oliver's apartment, the three watch Rise of the Planet of the Apes together. Jess and Oliver do not have sex because his former partner, Amy, who still lives with him, walks in. Oliver and Amy get back together. Cece picks Schmidt up because his car cannot be driven because its wheels have been stolen. Jess goes home and decides to hook up with Schmidt, but does not because Nick walks in as she is about to go into Schmidt's bedroom. Schmidt does not know what almost happened, because he is hooking up with Cece.

Winston visits Shelby at her apartment, assuming that it will be just the two of them. When he arrives, he is disappointed to see that she is having a girls' night in with two of her friends.

Jess intervenes when a 12-year-old student of hers, Nathaniel, has been bullied for a few months. She subsequently becomes the target of one of the bullies in the same class, Brianna (Joey King), who makes a video mocking Jess and uploads it to the Internet. In anger, Jess breaks the robotic arm which Brianna made for her science project.

Schmidt and Cece continue their sex meetings. He wants to boast about their sex life but she does not want their friends to know about it, so he sneaks her into the apartment without their knowledge.

Nick injures himself during a game of American football in the park - and refuses to see a doctor because of his lack of medical insurance. Jess takes him to see her OB/GYN friend, Sadie (June Diane Raphael), for treatment. However, the diagnosis is much more serious than anyone expects, and it causes him to evaluate his life and friends.

Winston must make a decision about his car.

Jess learns firsthand about Schmidt's phobia regarding clean surroundings.

Winston pesters Nick about owing him money from a poker game.

Jess disagrees with a student's father, Russell (Dermot Mulroney), in regard to his daughter Sarah's priorities. When she goes to confront him about it, she ends up falling for him instead.

Nick decides that he does not need a cell phone.

Jess and Russell go on their first date, but Jess feels uncomfortable afterward when Russell seems insufficiently interested in her.

Nick's old college roommate, Dirk (Martin Starr), visits and encourages Nick to date younger female college students.

Winston spills the beans about Schmidt and Cece's casual sexual relationship, and the news finally spreads to Jess who does not take it well. Jess decides the roommates should be free with their secrets and is horrified at the secrets Cece reveals to her.

After spending a week at Russell's house, Jess returns the favor by having Russell stay over at the apartment with the guys for a weekend. The weekend does not turn out as planned.

Winston gets his dream job, when he is hired to work for his favorite sports radio host (Phil Hendrie), who turns out to be a short-tempered jerk.

Jess meets Russell's ex-wife Ouli (Jeanne Tripplehorn) and agrees to babysit Sarah (Annalise Basso) at the apartment. Jess is horrified when Sarah becomes attracted to Nick. Cece is scared that she is pregnant with Schmidt's child. Nick dates an artsy college student Chloe (Chloe Bridges), who is 18 – younger than Nick thought.

Jess assumes that there is still irritating sexual tension between Russell and his ex-wife Ouli, so she attempts to get the same kind of feelings from him, which does not go as planned.

Nick attempts to grow tomatoes and temporarily give up on dating, but fails to do so.

Jess, still heartbroken over her breakup with Russell, has a one-night stand with Paul. He later reveals that he has a girlfriend, Jenn (Melissa Tang) – whom Jess describes as an Asian version of her. Paul tells Jenn, in front of Jess, that he had sex with Jess two days ago. He proposes to Jenn in front of Jess; Jenn accepts.

Winston has his left ear pierced during a wild night out with his boss. Schmidt tells him that he looks ridiculous.

Cece introduces Schmidt to her grandmother (Madhur Jaffrey) in her old people's home.