Sam, a high school student expelled from multiple schools, gets his last chance at an elite preparatory academy. Struggling with the high tuition fees, he finds himself wondering how to make enough money to stay enrolled. Through a series of chance encounters, he and his teenage friends discover a lucrative business opportunity catering to older women. They form an escort service selling the companionship of young men to wealthy middle-aged women, referred to as "cougars."

As their business grows, it comes with its own set of complications. Sam starts to face moral dilemmas, conflicting emotions, and the constant threat of exposure. Balancing school life, relationships, and the demands of their clients becomes increasingly difficult. With the stakes continually rising, Sam must navigate the complexities of his double life, making decisions that could impact his future and those around him. The story ultimately explores themes of love, responsibility, and the pursuit of dreams, balancing comedy with moments of introspection and seriousness.