The Dunder-Mifflin staffers join in kindergarten-like festivities for Valentine's 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 hasn't gotten her anything for Valentine's Day, Dwight struggles to find a gift for Angela, and Kelley talks off Jim's ear about her rather desperate affections for Ryan, who is less than interested.

Michael was excited to be attending a party at his CFO's house. He carpooled with Dwight and was also looking forward to meeting Jan at the party. Jan wanted to spend a night alone with Michael, but he thought it was important to come out as a couple to all of their co-workers.

Michael gleefully anticipates attending the company's Web-site launch party in New York. Meanwhile, Angela arranges a bash in Scranton, while Dwight gets wrapped up in a real paper chase: He tries to sell more paper than the Web site.