The main plot follows Andy (Bryan Callen), a 41-year-old who desperately wants to lose his virginity, along with his teenage roommates who have similar goals.

Andy is a 41 year old virgin who lives with his "high school age" friends Seth, Sanjay, Jonah and Michael.

He works part-time at a club as a failed standup comedian with his friend Blaqguy, who suffers from Benjamin Button's Disease.

Later that night over a poker game, his friends learn of Andy's lifelong virginity and attempt to help him lose it by various means, all of which fail spectacularly.

R. L. Shaffer of IGN called it "a painful, unfunny, unoriginal, sloppy mess of a movie",[2] while Brad McKay of Collider stated, "It’s not funny or entertaining.

"[3] Brian Orndorf of DVD Talk recommended that his readers not "give Craig Moss your time or your money.