The Dunder-Mifflin staffers join in kindergarten-like festivities for Valentines Day while Michael heads to New York City for a conference with the corporate heads. After showing the documenters a tour of his favorite city, Michael accidentally lets slip to the others at the conference that he and Jan hooked up, and he finds himself in hot water when Jan and the new CFO of Dunder-Mifflin hear the story. Back in Scranton, Pam becomes irked when she discovers that Roy hasnt gotten her anything for Valentines Day, Dwight struggles to find a gift for Angela, and Kelley talks off Jims ear about her rather desperate affections for Ryan, who is less than interested.