When Cece and Schmidt ask Jess and Nick to be their Maid of Honor and Best Man, respectively, their first task is to plan the engagement party. But when Jess invites Cece's mom to join in the celebration, Cece is forced to make a surprising announcement to Schmidt.
Jess jumps back into the dating pool, but her attempt lands her a dud (guest star Taran Killam), and things get complicated when she falls in love with his perfect parents (guest stars Henry Winkler and Julie Haggerty). Meanwhile, Nick and Schmidt have very different ideas about how to run the bar.
With Jess sequestered at jury duty, Nick turns the loft into an air b-n-b in order to help pay for Schmidt's upcoming bachelor party. Meanwhile, Winston asks Cece for help when he suspects KC is cheating on him in the all-new.
When Nick's attraction to Reagan starts affecting Schmidt and Cece's relationship, they enact a plan to demystify her, in hopes of helping Nick get over her. Meanwhile, Winston teaches Reagan the art of the breakup.
Reagan causes chaos between Nick and Winston when she tells them she'll sleep with just one of them in an attempt to challenge the guys' indecisiveness. Meanwhile, Schmidt is reunited with his college frenemy, Benjamin, when looking at wedding venues with Cece.