Jack and Dan are assigned to investigate a damaged vending machine at an upscale hotel. When the case leads them to a high-class prostitution ring and a grisly murder, the detectives suddenly find themselves in the middle of a homicide investigation.

Dan goofs up when he accidentally outs a witness in the Witness Protection Program. While a hitman from a dangerous crime family searches for the witness to keep the testimony buried, Jack and Dan team up with a U.S. Marshal to protect the innocent and stop the bad guys' nefarious plot.

Jack and Dan are suspended for their carelessness, so Dan "borrows" from the Narcotics Division to fund an off-the-books sting. When the unauthorized activities accidentally end up financing a prison break, Jack and Dan must capture the prisoners before they get too far and anyone finds out.

While investigating a stolen painting at a doctor's house, Dan faints, and is restricted to desk duty until he recovers. Despite the handicap, Jack and Dan must find and capture the mysterious art thief, who may have left more at the crime scene than he intended.

Liz and Jack's romantic getaway goes awry when Jack becomes suspicious of a bed-and-breakfast owner and Dan comes out to join the investigation.