Vanessa Ragland

Single for the first time on Valentine’s Day, Jess convinces Schmidt to be her wingman as she attempts to have an attachment-free fling with a handsome stranger (guest star Ryan Kwanten). Nick’s romantic plans are foiled when he finds himself spending more time with Julia’s (guest star Lizzy Caplan) law firm assistant (guest star Clark Duke) than with her. Winston becomes one of the girls when Shelby (guest star Kali Hawk) invites him over on the holiday.

Michael has Dwight go over possible birthing scenarios to prepare for the birth of Jan's baby; Michael tells Holly he will pretend not to like her for Jan's benefit.