Officer Cliff was a police officer in New York City

He only appears in the scene when he, along with Mr. Hector, Cedric, the Security Guard, and Ms. Stone come into the room to confront Kevin about his Dad's stolen credit card. Kevin hides in the other room and uses a film called "Angels with Even Filthier Souls" to communicate and scare them off.

Kevin uses the films star, Johnny, to talk to them by pausing out the other actor's lines, making them believe that Johnny is now staying in the room. He makes it sound like Johnny is accusing Mr. Hector of smooching with Snuffy, Al, Leo, Little Moe, Cheeks, Boney Bob, and Cliff in the hotel room.

Upon hearing his name, Officer Cliff gasps, and Mr. Hector, Ms. Stone, Cedric and the Security Guard look at him in surprise and shock. Officer Cliff denies it.

He was portrayed by the late Fred Krause.