Kingston High (2002)

Stephen Townsend directed this tale of a high school comic book artist Sketch (Jeramie Gladman) whose virginity, and the journey towards losing it, is constant topic fodder amongst his group of friends. Sketch's friends have collaborated to find him a suitable partner by prom night. The laid-back Sketch, however, would much prefer to spend the night smoking pot and drawing comic book art. Despite Sketch's relative oblivion, a love triangle of sorts is created when he ignores the signals from nice-girl Marcy (Chastity Dotson) and gears his enthusiasm towards Trina (Nicole Pulliam), a notoriously hot fellow student.