Michael (Eric Scott Woods), an insecure accountant, is dumped by his girlfriend right before his ten-year high school reunion. Desperate to project success and envy among his former classmates, he hires a high-class escort, Charlene (Rochelle Swanson), to pose as his glamorous girlfriend. Charlene, a frustrated former actress seeking revenge and financial leverage over men who mistreated her, plays the role perfectly. At the reunion, she charm-offends Michael's wealthy former classmate Brandon Collier (Richard Grieco) and convinces him to hire Michael for a lucrative position. However, Charlene uses the situation to manipulate, extort, and seduce various men in Michael's orbit, pulling him into a web of deceit, sexual blackmail, and hidden agendas.