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Ashton Kutcher Nikki Anne Heche Samantha Margarita Levieva Heather Sebastian Stan Harry Ashley Johnson Eva Sonia Rockwell Christina Rachel Blanchard Emily Shane Brolly Prince Stelio Eric Balfour Sean María Conchita Alonso Ingrid Derek Carter Delivery Guy Jordan Black Kevin Dani Levine Nadia Peter Marc Jacobson Plastic Surgeon Lindsey Broad Emily's Roommate Amy Motta Woman in Airport (aka Matron) Lauri Johnson Meter Maid / Doris Madison Bauer Nikki's Mother Josh Richman Club Bouncer / Himself Estefania Iglesias Bella Girl Reeve Carney Lead Singer Nick Lee Waiter Sarah Karijan Prince Stelio's Gang Jenae Altschwager Stripper Sarah Buxton Helen Lourdes Faberes Prince Stelio's Gang Olivia May Sexy Club Goer (uncredited) Candice A. Buenrostro Sexy Pool Girl (uncredited) Anthony Bergeron Valet Hart Bochner Will (uncredited) Christie Burson Sexy Pool Girl (uncredited) Pinky Campbell Nikki's Ex-Girlfriend (uncredited) Vicki Damante Dancer / Club Goer (uncredited) Renee Darmiento Kissing Girl (uncredited) Lejla Hadzimuratovic Dancer (uncredited) Ashley Green Elizabeth Dancer (uncredited) Marc Gruninger Hot Pool Guy (uncredited) Lanre Idewu Sexy Pool Guy (uncredited) John Ierardi Instigator (uncredited) Sarah Karjian Prince Stelio's Gang (uncredited) Adrienne McQueen Sexy Pool Girl (uncredited) Shanna Olson Hot Pool Girl (uncredited) Caitlin O'Connor Bikini Girl (uncredited) Georgia Reed Dancer (uncredited) James M. Myers Hot Pool Man (uncredited) Siso Kamburov Sexy Pool Guy (uncredited)