Cece's wedding day is full of surprises.
Jess' dad pays the loft a surprise visit.
The gang discusses how they each lost their virginity.
Jess throws Cece a wild bachelorette party.
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.
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 (guest stat Martindale); his younger brother, Jamie (guest star Kroll); and his Boston cousin, Bobby (guest star Burr).
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 (guest star Odette Annable).
Jess catches the eye of a professional football player (guest star Steve Howey, “Shameless”), 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.
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 (guest star Brenda Song).
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 (guest star David Walton).
Nick and Schmidt go out on a “bro’s night,” but quickly become infatuated with – and highly competitive over – a beautiful woman (guest star Decker) 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.
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.
When Nick’s con-man father suddenly reappears, Jess tries her best to mend the relationship between them, 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.
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 the gang attempts to juggle multiple holiday parties in one night, Jess tries to avoid a remorseful Sam (guest star David Walton), Nick tries to keep up with a sexually adventurous Angie (guest star Olivia Munn) and Winston panics when he gets a cranberry stuck in his ear.
Jess needs a bath.