Schmidt throws himself a "rebranding" party at which Jess, recently fired from her teaching job, volunteers to be a "shot girl," alongside a very jaded cocktail waitress. Meanwhile, Winston shows a different side of his personality after drinking some of Nick's fruity concoctions, and Cece introduces the gang to her new boyfriend.
Mistaken identity abounds as Jess inadvertently captures the attention of a beer delivery guy and then pretends to be someone else when a handsome stranger thinks she is his blind date. Then, a regular at Nick's bar claims to be Nick from the future, and Winston's disapproving mother comes to visit, all the while maintaining her hatred of Schmidt.
Jess and Nick evaluate their friendship, after Nick is convinced that Jess is only using him as a platonic boyfriend. Schmidt hopes to impress an attractive Republican by pretending to be one of Mitt Romney's sons.
When a group of young twenty-something neighbors moves in across the hall, Jess and Schmidt are determined to become friends with them. Meanwhile, Nick enacts a series of pranks on Schmidt to make him think he's getting old.
After spending a wild night out with Cece and her model friends, Jess jumps in the driver's seat when she must fill in for Cece at a car show. Meanwhile, the guys question what defines male friendship after Schmidt buys Nick a cookie.
Jess gets a job as a zombie at a haunted house, but is more frightened of her changing feelings towards Sam. Schmidt and Cece are perfectly matched in the costumes they're wearing, while Winston and Shelby are worlds apart in theirs. Nick gets a visit from a former college crush who shows her affection in a scary way.
As Jess' job search kicks into high gear, the guys fear her time of the month is also affecting their physical and psychological well-being. Meanwhile, Schmidt begins a "50 Shades of Grey"-type of relationship with his corporate boss, and Nick gains wisdom from an unlikely, hands-on (and mute) source.
Jess invites her divorced Mom and Dad over for Thanksgiving dinner and enlists Nick and Cece to help her with a "Parent Trap" to reunite them. Meanwhile, Schmidt's cousin, Big Schmidt, visits, and Winston manipulates them into an escalating battle to prove their manhood.
When Jess learns that a friend is pregnant, both she and Cece panic that time is running out for them to have children. Meanwhile, Schmidt seeks advice on how to please Emma, and Nick and Winston visit the zoo to find inspiration for Nick's zombie-themed novel.
Tired of taking showers, Jess and Winston scheme to get a bathtub in the loft. Then, at the bar, Nick meets a tough and beautiful customer with boyfriend troubles. Meanwhile, Schmidt is torn between his boss and trying to win back Cece.
When the gang attempts to juggle multiple holiday parties in one night, Jess tries to avoid a remorseful Sam, Nick tries to keep up with a sexually adventurous Angie and Winston panics when he gets a cranberry stuck in his ear.
Jess invites Nick and Angie to spend a couples' weekend with her and Sam. Once there, however, she quickly discovers that two's company and four's a crowd. Meanwhile, Winston tries to teach Schmidt about race relations.
When Nick's con-man father suddenly reappears, Jess tries her best to fix the two men's relationship, despite Nick's fears that he's being used in another one of his dad's gambling schemes. Meanwhile, Schmidt teams up with Robby to try to win back Cece.
When Nick is convinced that one of Jess' students is hiding a nefarious secret, he goes undercover in her adult night school class. Meanwhile, Winston has an embarrassing encounter with Cece, causing an examination of all the loft-mate's peculiarities.
Nick and Schmidt go out on a "bro's night," but quickly become infatuated with, and highly competitive over, a beautiful woman attracted to sadness. Meanwhile, Winston falls for a girl with absolutely no interest in him, which only makes him more attracted to her. Then, Jess' decision to have a night alone in the loft doesn't go as planned and involves another round of the drinking game "True American", and a surprising development in her relationship with one of the loft mates.
The gang attends a dating convention, where Cece hopes to find a prospective husband - even as Schmidt hopes to win her back. Meanwhile, Winston's mojo returns, and Jess and Nick get put in a compromising position in front of Dr. Sam.
When Schmidt discovers a previously unknown, yet highly-coveted parking spot, Jess and the roommates battle it out to see who will get to use it. Meanwhile, Winston has a hard time finding a condom when he gets an impromptu invitation from Daisy.
Jess catches the eye of a professional football player, with whom Winston landed an exclusive interview for his radio station. Meanwhile, Nick and Schmidt argue over the planning of their "TinFinity" party celebrating their tenth anniversary of living together, and Cece gets a surprise offer.
Jess comes to a conclusion about her romantic feelings for Nick and she struggles to tell him - until she's hopped up on pain medication. But after admitting her feelings, she finds out he may have been keeping something from her. Meanwhile, Schmidt becomes obsessed with buying a fish, which Winston sees as a metaphor for Schmidt's unresolved feelings toward Cece and Nick plans a bar promotion to impress the bar owner.
When a death occurs in Nick's family, Jess, Schmidt and Winston travel with Nick to the Windy City to help him with the funeral preparations and meet his boisterous family members, including his mom, Bonnie; his younger brother, Jamie; and his Boston cousin, Bobby.
Jess and Nick, who are caught between friendship and something more, try to break out of relationship-limbo by going on a "first" date. Once Schmidt and Winston realize a full-on Jess/Nick romance might be happening, they swoop in to try to sabotage the date
Jess decides to throw Cece a surprise bachelorette party while Nick and Winston awkwardly take her fiancé, Shivrang, out for the night. Then, as Schmidt desperately tries to find a real girlfriend in time for the wedding in order to get a "plus one", he is forced to seek out his old girlfriend from his "fat Schmidt" college days.
In a series of flashbacks, Jess, Nick, Schmidt, Winston and Cece tell one another how they each lost their virginity. Not surprisingly, when they realize the stories directly affect their present day sex lives, one relationship will change forever.
Jess' dad chooses the worst day to pay the loft an unexpected visit, forcing a nervous Nick to spend the day alone with him. Jess finds herself with huge opportunity for a new job on the day before Cece's wedding. Schmidt must take a look in the mirror and confront his real feelings about Elizabeth. Meanwhile, Winston psyches himself up for his huge surprise birthday celebration, which no one seemed to remember to throw for him.
Cece's wedding day finds Jess and Nick making a decision about their relationship. Meanwhile, Schmidt schemes with a typically overenthusiastic Winston to sabotage the nuptials, although a shocking announcement may be bigger than anything he plans.