Matthew is young and ambitious, a businessman already achieving success. Although he is experienced in the matters of sex, he was never prepared for Valerie. She is a revolution in all matters of emotion and sex that Matthew believe he knew. He becomes obsessed with her and that will lead to his own downfall.

Ben and Jeff are about to take their successful Internet startup company public and hit the jackpot for which they have been working so diligently. Ben is dating a beautiful yoga instructor named Caitlin, while Jeff is seeing Sara, an ambitious model. However, the men decide that they are suspicious enough of their respective girlfriends' intentions to set up a little test of their fidelity, and each sets out to seduce the other's lover.

Lacking experience to write her research paper on sexual behavior, a 22-year old college student responds to personal ads to broaden her erotic horizons.