Jess and Nick go "all-in" on their romance, but soon realise that loving and living together will be tougher than they thought. Schmidt finds himself in double-trouble when he dates Cece and Elizabeth at the same-time. Unlucky-in-love Winston makes a special-connection... too bad it's only with the roommates' new house-cat.
Thinking Schmidt has chosen to be with Cece, Jess and Nick invite him to go on a double date with them. Nick is caught between loyalty to his friend and loyalty to his girlfriend when he finds out a shocking secret. Meanwhile, Winston promises to get the foursome a table at an ultra-exclusive restaurant that doesn’t take reservations.
Nick becomes irresponsible with the money from his late father's estate, so Jess uses some of the money to pay Nick's unpaid bills, behind his back. With Nick's improved financial situation, Winston feels its finally time to ask Nick for the money he owes him.
Schmidt receives a series of recent e-mails from his favorite actor Michael Keaton, who has sent letters to Nick ever since he was a kid. However, it turns out those letters and e-mails were not from the actor but from Schmidt's mother and Nick, posing as Keaton. Cece indulges in nightly parties to get over her break up with Schmidt.
Coach visits the apartment to spend a "guys night out" with the guys, after breaking up with his girlfriend. Nick going to a strip club with the guys, and telling her that they haven't had a conversation about whether or not they're boyfriend/girlfriend or are exclusive, upsets Jess to the point that she has "girls night out" with Cece at the bar.
An overabundance of Chinese food take-out menus left at the loft’s front door is the catalyst for an interconnected series of adventures for Jess and the guys.
Nick and Jess take the gang camping for Thanksgiving; Coach and Schmidt compete to prove who is the best woodsman; Cece and Winston bond over a shared dislike for the outdoors.
Jess tries to become good friends with Coach by watching Detroit Pistons games with him and becoming a Pistons "fan". However Jess' "fandom" starts to interfere with her relationship with Nick, who is a lifelong Chicago Bulls fan. Winston agrees to shadow Schmidt at his marketing job, where Schmidt is later asked to guide Ed (Bob Gunton), a sixty-something intern, to avoid a company lawsuit over age discrimination.
Nick struggles to throw Jess the perfect birthday party, while Schmidt works overtime to help out Cece in her new job as bartender and Winston and Coach engage in a bake-off.
Jess is ready to paint the town purple when a chance encounter finds her and best friend Cece invited to a once-in-a-lifetime mansion party thrown by music legend Prince. Not wanting to miss out on the fun, Nick, Schmidt, Winston and Coach are determined to crash the festivities, building toward an Unforgettable ending.
When Nick has an awkward run-in with his ex, Caroline, Jessica tries to convince him he can still be friends with her, by introducing him to her former boyfriend, Berkley. Meanwhile, Coach uses Schmidt's loft to impress a date, but things turn farcically disastrous when Schmidt arrives home with his own potential bedmate.
Jess' wild-child sister, Abby, pays a visit and immediately throws the loft into disarray. Meanwhile, Schmidt enlists Nick to be his wingman in crashing a bar mitzvah and Winston throws a dinner party with Bertie, which turns awkward when only Cece and Coach attend.
Jess panics when her sister, Abby decides to stay in Los Angeles and sets her eyes on one of the loftmates. Meanwhile, Winston procrastinates about checking his test results for the LAPD entrance exam
When Jess moves into Nick’s bedroom, they both must deal with their complete lack of personal space. Meanwhile, Cece worries that Abby is taking advantage of Schmidt, while Coach worries Cece is treating him like one of her girlfriends. Also, Winston struggles with physical fitness.
Jess hires, then must immediately fire Coach as her school’s new volleyball coach. Meanwhile, Schmidt gets sued and enlists Nick and a procedural television-loving Winston to represent him at the deposition. Also, Cece catches the eye of a much younger man.
Jess and Nick face some truths about their relationship, while Schmidt, Winston and Coach scramble to make a better second impression on their hot new neighbors. Also, Cece panics after she drunk-texts Buster