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Mel Gibson Nick Marshall Helen Hunt Darcy McGuire Marisa Tomei Lola Alan Alda Dan Wanamaker Ashley Johnson Alex Marshall Mark Feuerstein Morgan Farwell Lauren Holly Gigi Delta Burke Eve Valerie Perrine Margo Judy Greer Erin Sarah Paulson Annie Ana Gasteyer Sue Cranston Lisa Edelstein Dina Loretta Devine Flo Diana Maria Riva Stella Eric Balfour Cameron Andrea Baker Office Intern Robin Pearson Rose Kitchen Secretary Christopher Emerson Mail Room Kid Ashlee Turner Woman in Library Sierra Pecheur Woman at Lunch Counter Joe Petcka Man on Street Brian Callaway Man on Street Coburn Goss Man on Street Christian Michel Man on Street Perry Cavitt Ogling Man Crystal McKinney Unimpressed Woman Jeanne Marie Rice Unimpressed Woman Kathrin Middleton Gigi's Friend Logan Lerman Young Nick Marshall Kelly Cooper Showgirl Palmer Davis Showgirl Katie Miller Showgirl Dana Waters Nick's Mom Gregory Cupoli Male Role Model Alexondra Lee Woman in Pink Sweater Aviva Gale Counter Girl Shirley Prestia Coffee Shop Customer T.J. Thyne Coffee Shop Customer Norman H. Smith Norm Audrey Wasilewski Secretary with Danish / Kitchen Secretary Angela Oh Jess, Dan's Secretary Robert Briscoe Evans Ted Chris Rolfes Woman in Park Katie Kneeland Woman in Park Jeanine O'Connell Woman in Park Kelley Hazen Woman in Park Brooke Elliott Woman in Park Kristina Martin Woman in Park Harmony Rousseau Sloane / Curtis Receptionist Lisa Long Sloane / Curtis Executive Heidi Helmer Marshall Field's Shopper Marla Martensen Marshall Field's Shopper Sally Meyers Kovler Marshall Field's Shopper Ashley Quirico Marshall Field's Shopper Regan Rohde Marshall Field's Shopper Liz Tannebaum Marshall Field's Shopper LeShay N. Tomlinson Marshall Field's Shopper Cristine Rose Sloane / Curtis Attorney Arden Myrin Darcy's Assistant Rachel Duncan Alex's Friend Alex McKenna Alex's Friend Regiane Gorski Yoga Instructor Juliandra Gillen Woman in Library Lisa Anne Hillman Woman in Library Tracy Pacheco Woman in Library Jamie Gutterman Jogger by Lake Maggie Egan Kitchen Secretary Juanita Jennings Kitchen Secretary Hallie Meyers-Shyer Girl at Lunch Counter Kate Asner Woman at Lunch Counter Caryn Greenhut Woman at Lunch Counter Jennifer Greenhut Woman at Lunch Counter Marnie Mosiman Woman at Lunch Counter Nnenna Freelon Nightclub Singer Gil Hacohen Haim Nancy Monsarat Nike Executive Jacqueline Thomas Nike Executive Rory Byrne Nike Executive Victoria Garcia-Kelleher Secretary Gertrude Wong Old Woman in Chinatown Andi Eystad Girl at Prom Greg Bronson Upscale Pedestrian (uncredited) Kira Coplin Alex's Friend (uncredited) Kiva Dawson Showgirl (uncredited) Elizabeth Friedman Classmate (uncredited) Melanie Good Showgirl (uncredited) Drew Howerton Boy at Prom (uncredited) Kimberly Lyon Showgirl (uncredited) Krista McRoberts Angela (uncredited) Bette Midler Dr. J. M. Perkins (uncredited) Andy Schofield Man in Park (uncredited) Nancy Sinclair Woman Getting Manicure (uncredited) Melinda Songer Dancer (uncredited) Lauren Stewart Gigi's Friend #3 (uncredited) Tracey Stone Black-Haired Beauty (uncredited) Dean Teaster Taxi Driver (uncredited) Gena Vazquez Marshall Field's Shopper (uncredited) Nancy Wetzel Co-worker (uncredited)