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Ashton Kutcher plays Nikki, a charismatic young man who navigates life in Los Angeles while pursuing relationships with various women.

Anne Heche portrays Samantha, a wealthy woman who becomes romantically involved with Nikki.

Margarita Levieva plays Heather, a free-spirited woman who captures Nikki's attention.

Sebastian Stan takes on the role of Harry, Nikki's friend who offers both support and guidance.

Ashley Johnson plays Eva, a character who is entangled in Nikki's life.

Sonia Rockwell portrays Christina, one of the women in Nikki's circle.

Rachel Blanchard plays Emily, a character who interacts with Nikki throughout the film.

Shane Brolly portrays Prince Stelio, a character in Nikki's world.

Eric Balfour plays Sean, a friend who shares in Nikki's experiences.

María Conchita Alonso portrays Ingrid, a woman in Nikki's life.

Derek Carter plays the Delivery Guy, a minor character in the film.

Jordan Black portrays Kevin, a character who interacts with Nikki.