Guest Stars Rae Dawn Chong as Betty Currie Colin Hanks as Mike Emmick Mira Sorvino as Marcia Lewis Judith Light as Susan Carpenter-McMillan Dan Bakkedahl as Ken Starr Darren Goldstein as Jackie Bennett George Salazar as George Conway Cobie Smulders as Ann Coulter Patrick Fischler as Sidney Blumenthal Scott Michael Morgan as Mike McCurry Rob Brownstein as Dr. Bernard Lewinsky Lindsey Broad as Karin Immergut Ashlie Atkinson as Juanita Broaddrick Billy Eichner as Matt Drudge Joseph Mazzello as Paul Begala Morgan Peter Brown as Paul Rosenzweig Sarah Catherine Hook as Catherine Allday Davis Christopher Redman as Anthony Zaccagnini Jeannetta Arnette as Delmer Lee Corbin Peter Oldring as David E. Kendall Amy Pietz as Lisa Myers Dan Pfau as Collins Co Starring Emma Malouff as Allison Tripp Jenny C. Paul as Susan Jared Gertner as Sol Wisenberg Alan Starzinski as Brett Kavanaugh Jamie Baer as Colleen Aaron Coleman as Nathaniel Speights Anastasia Barkow as Chelsea Clinton Warren Sweeney as Plato Cacheris Kristhy Morales as Female Agent Sharmita Bhattacharya as Huma Abedin Dylan Jones as Barbara Andrew Patrick Ralston as FOX Producer Eva La Dare as Nurse Marty Dew as Thirtysomething Man #2 Eric James Satterberg as Earl Miller Charlie Farrell as CNN Reporter Eric Barron as Physician Assistant Barry Lowin as Surgeon Danny Max as FOX Reporter Tatum Shank as Rep. Ed Bryant Mark Reininga as Young Couple (Male) Matt Bufford as Jack Ashley Rideaux as Bayside Woman Brett Morachnick as Stanford Student #3 Ken Palmer as Charles Ruff Allison Chin as Young Couple (Female) Neal Honda as Nathan Andrea Figliomeni as Waiter London Garcia as Woman in Crowd Holden Myers as Reporter Inside Capitol Cameron Klein as Stanford Student #1 Kaiya Chenae Wynn as Stanford Student #2 Dilay Akcora as Kim (Stanford Student #4) Fernando Huc as Security Guard #2 Lana Cash as Woman on Park Bench Kevin Logie as Maitre D' Eliot Kaush as Madison Madison Abbott as Vogue Aide Kasha Fauscett as Annie Leibovitz Veronica Mendoza as Penthouse Stylist Ryan Barker as NYU Grad Student Makayla Montelongo as Woman in Benetton Sweatshirt Ray Dennis as Security Guard #1 Jean St. James as Dr. Joyce Brothers John Churchill as Producer Chris Andy Hoff as Thirtysomething Man Anne Elizabeth Gregory as Thirtysomething Woman #2 Kate Mines as Woman at Desk Robert Riechel, Jr. as Rev. Tony Campolo Mike Powers as News Anchor Will Selva as CNN Anchor Michael Andrew Baker as Jim Warren Ari Frenkel as Mitch Steve Kuzj as CNN Reporter Outside Capitol Blaine Gray as Bob Faw Austin Gelfman as Paul Richard Traub as Borders Rep David Schwartzbaum as Man in Crowd Elaine Rivkin as Margaret Carlson Lizzie Zerebko as PR Gal Jason Snellman as Camera Man Thomas Albany as Cashier Hossein Mardani as Tony Jennifer Yun as NBC Reporter Eddy Lee as Staffer #2 Kuali'i Wittman as Borders Security Guard Callie Ott as Thirtysomething Woman