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Drew Barrymore Paula / Candy Michael Zegen Steve T.J. Miller Louis Holland Taylor Barbara Cox Michelle Buteau Ingrid Teddy Coluca Ron Andrew Rannells Nico Wendy Meredith Kyra Ellie Kemper Jenna Jones Charlie Barnett Simon Adrian Martinez Reporter Banjo Heather Girardi Reporter Denise Richard Kind Wes Murray Bartlett Terry Dolly Wells Second AD Daisy RayJonaldy Rodriguez Fan Isaac Stacy J. Weakley Construction Foreman John W. Lawson Lance Lena Dunham Lisa Tony White Officer Jackson Jennifer Lim Vicky Jackson Dermot Hill Teenage Boy Georgia Buchanan Tourist Harriet Sarah Jes Austell Acting Double/Waitress Ursula Robert Dean Fan John Adrian Matilla Officer York Rose Sias Officer Brandon Savannah Guthrie Savannah Guthrie Meghan McCain Meghan McCain Jimmy Fallon Jimmy Fallon Andy Cohen Andy Cohen Bridget Everett Bridget Everett Giuliana Rancic Guiliana Rancic Graham Norton Graham Norton Jason Kennedy Jason Kennedy Kelly Ripa Kelly Ripa Ryan Seacrest Ryan Seacrest