Much to the team's annoyance, Jake hits on an attractive medical examiner, Dr. Rossi, at a crime scene and holds up the autopsy report. He learns his lesson when Dr. Rossi turns out to be more than he bargained for. Meanwhile, Amy's purse-snatching case is stalled when the sketch artist is out sick, but she discovers that Sgt. Jeffords has hidden artistic talents.

It's Halloween night, a busy time of the year for any police precinct. Amy detests the holiday, and is not thrilled when she has to don a costume to go undercover on street patrol with Charles. Back at the precinct, Jake bets Captain Holt that he can steal his Medal of Valor before midnight, which results in him bringing out some costumes of his own.