Girl for Girl (2001)

Ben (Jack Lincoln) and Jeff (Sebastien Guy) 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 (McCarty), while Jeff is seeing Sara (Tracy Smith), an ambitious model. 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. The ensuing games and secrets not only threaten each man's relationship, but also their friendship and business partnership with each other. The opportunity for sex scenes is bolstered greatly by a subplot in which two of the men's employees, Glen and Rayna (Peter Gaynor, Flower Edwards), bet one-fifth of their impending windfalls on which one of them will be able to bed four partners within a week.