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.
Nick takes Jess out for dinner, but they have differing ideas of whether or not it's a date. Schmidt and Winston worry that if Nick and Jess get together, the dynamic of their friendship will change forever.
Jess finds herself growing more attracted to Nick after he starts to take initiative in his job and life. Winston takes a depressed Schmidt to the aquarium, where the latter falls in love with a lionfish.
Jess and Nick try to avoid each other in the aftermath of their kiss, but things don't go to plan when they end up at the same Indian marriage convention, at which Schmidt tries to woo CeCe.
When Jess and Sam plan on a cabin retreat, she invites Nick and Angie and discovers it was a bad idea and Winston attempts to educate Schmidt on race relations.
When Schmidt asks Jess her share of rent money, she is unable to pay. She blames her PMS for not getting a job. Winston gets a sympathy PMS. Nick control his anger by the help of a old man. Schmidt's corporate boss Emma (Carla Gugino) asks him to sign a contract like "50 Shades of Grey".moreless
It's Halloween and Jess gets a perfect job for the holiday as zombie at a haunted house. Her feelings for Sam is changing. Schmidt interferes with Cece and Robby's costumes. Winston can't understand Shelby's costume. A former college crush visits Nick.
Jess and Schmidt try to befriend a group of young twentysomethings who have moved in across the hall. Meanwhile, Nick pulls a series of pranks on Schmidt to make him feel like he's getting old.
In an attempt to get Cece's attention, Schmidt pretends to be someone he's not, which eventually backfires. Winston tries to coach Nick on setting boundaries with Jess after the two spend time together discussing the inner workings of Jess' new relationship.
When a handsome stranger thinks Jess is his blind date named Katie, Jess goes with it. At the same time, a beer delivery guy who thinks Jess likes him drops at her place. A old man at Nick's bar claims to be Nick from the future and when Winston's mother comes to visit with his sister, Schmidt starts his charm on her.moreless
When Jess (Zooey Deschanel) loses her job, she draws on her characteristic can-do attitude and tries to figure out a solution. It turns out that Schmidt (Max Greenfield) is hosting a huge party, and Jess decides this would be the perfect opportunity to try out a new set of job skills.moreless