[s2e2] Chocolate Milk Apr 2026

: Charles Boyle struggles to find a date for his ex-wife’s engagement party after his sister cancels on him. Main Cast & Guest Stars Jake Peralta Andy Samberg Amy Santiago Melissa Fumero Terry Jeffords Terry Crews Charles Boyle Joe Lo Truglio Rosa Diaz Stephanie Beatriz Captain Raymond Holt Andre Braugher Madeline Wuntch Kyra Sedgwick (Guest) Key Highlights

: Captain Holt's long-time nemesis, Madeline Wuntch, arrives to conduct a precinct inspection , putting Holt’s leadership and composure to the test. [S2E2] Chocolate Milk

: This episode marks the first appearance of Madeline Wuntch, establishing her antagonistic relationship with Holt that becomes a series-long gag. : Charles Boyle struggles to find a date

: Sergeant Terry Jeffords prepares for a vasectomy . When the first attempt is aborted due to a lack of anesthesia, a drugged Terry makes Jake promise to stop him from going through with the rescheduled appointment. : Sergeant Terry Jeffords prepares for a vasectomy

: Jake and Terry investigate a stabbing at a "hipster" chocolate milk bar called "DRK MLK," while simultaneously debating the nature of their friendship.

: The detectives solve the case by disproving the business partner's alibi while Terry is being wheeled into surgery. "Brooklyn Nine-Nine" Chocolate Milk (TV Episode 2014)