Watchers" Tommy Flanagan a.k.a. The Liar M Norm Macdonald Burt Reynolds from Celebrity Jeopardy! Bob Dole Andy Rooney Charles Kuralt David Letterman Clint Eastwood Quentin Tarantino Dr. Jack Kevorkian Larry King Marv Albert Stan Hooper Gail Matthius Valley Girl Vickie, an air-headed teenager who bothers others with her vacuous questions and statements Michael McKean Bill Clinton (1994–95) Jerry Palter, one of The Folksmen Anthony, the weather guy on "Good Morning Brooklyn" Vincent Price Howard Stern Mark McKinney Steve Forbes Paul Shaffer Jim Carrey Bill Gates One of the Bill Brasky guys Lucien of The British Fops Ian Daglers, co-host of "Scottish Soccer Hooligan Weekly" Kate McKinnon Justin Bieber Mary Berry Kate Bolduan Theresa Caputo Hillary Clinton Kellyanne Conway Penélope Cruz S.E. Cupp Ellen DeGeneres Jodie Foster Cecilia Gimenez Ruth Bader Ginsburg Kris Jenner Jane Lynch Angela Merkel Ann Romney Shakira Jeff Sessions Greta Van Susteren Tilda Swinton Keith Urban Elizabeth Warren Rudy Giuliani Jeff Sessions Nancy Pelosi Laura Ingraham Lindsey Graham Olya Povlatsky, a Russian woman who appears on "Weekend Update," and voices her opinions on current events Colleen Rafferty, a woman who, along with Cecily Strong and the guest host, is describing extraordinary experiences. Sheila Sovage, a heavily intoxicated woman at a bar at last call. Deenie, a.k.a. "Somebody's Mom" Barbara DeDrew, a lesbian volunteer at a Cat Shelter called Whiskers R We Mrs. Santini, an apartment dweller who writes passive-aggressive notes to her neighbors Debette Goldry Tim Meadows O. J. Simpson Ike Turner Michael Jackson Oprah Winfrey Billy Dee Williams Sammy Davis Jr. David Dinkins Brad, one of "The Rocky Roads" Pimpin Kyle, from the sketch Pimp Chat Pop, in "Tales From The Barbecue" G-Dog, rapper and star of "Princess and the Homeboy" Captain Jim, of "Captain Jim and Pedro" Leon Phelps, host of "The Ladies Man" Chris Garnett, host of "The Quiet Storm" Russell Johnson, of "Russell & Tate" Lionel Osbourne, host of "Perspectives" Jerry "Steve" Dave, "The Magic Man" One of the Bill Brasky guys Seth Meyers Anderson Cooper John Kerry Carrot Top Hugh Grant Ryan Seacrest Brian Williams Dave "The Zinger" Clinger Brad Scheinwald Ty Pennington (of Extreme Makeover: Home Edition) Boston Powers from Catchphrase Comedy Tour Nerod, the waiting room receptionist from Appalachian Emergency Room DJ Jonathan Feinstein Ian Gerrard, co-anchor of Spy Glass William Fitzpatrick, co-host of Top O' The Morning Dan Needler Dennis Miller Koko the French Clown, one of the pixies