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Cast Amy Poehler ..... Angie Ostrowiski Andra Eggleston ..... Waitress Andrew Hillmedo Jr. ..... Dante Anne L. Nathan ..... Bookstore Clerk Curt Carlson ..... Bailiff Dave Finkel ..... ½ of Gay Couple Dax Shepard ..... Carl Loomis Denis O'Hare ..... Dr. Manheim Drea Castro ..... Chaffee's Nanny Felicity Stiverson ..... Ashley - Wiccan Giovanni Roselli ..... The Club Guido Greg Kinnear ..... Rob Ackerman Holland Taylor ..... Rose Holbrook James Rebhorn ..... Judge Jason Mantzoukas ..... ½ of Gay Couple Jay Phillips ..... Boo-Boo Buster John Hodgman ..... Fertility Specialist Jon Glaser ..... Vegan Waiter Kevin Collins ..... Architect / Rick Maura Tierney ..... Caroline Romany Malco ..... Oscar Sigourney Weaver ..... Chaffee Bicknell Siobhan Fallon ..... Birthing Teacher Stephen Mailer ..... Dan Steve Martin ..... Barry Thomas McCarthy ..... Kate's Date Tina Fey ..... Kate Holbrook Will Forte ..... Scott

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