Sam was just another lazy kid - no direction in life, hanging out at his parents’ house, no girlfriend, listless. His parents gave him choices: move out and work the only kind of job he was ready for, a minimum-wage job, or join the service, or go to a girls’ finishing school. Sam becomes Samantha and goes off to school - a school where the girls are taught how to take care of a man and be the ideal wife.

When Ben invites his best friend, Jesse, for a weeklong getaway to his family’s beachside vacation home, Jesse is thrilled! It’ll be the perfect way to spend some quality bro time together, away from jobs, chores, and Ben’s nagging mother, who is always asking him when he’s going to find a nice girl and settle down. He’ll settle down later - when he finds the perfect girl.

When Charlie’s friend Vanessa crashes his gaming party and whines about the boys never wanting to have a night on the town, Charlie shoots back that he’d love to go out if he could get the kind of romantic attention she does for just one night. Without missing a beat, Vanessa offers to give him just that chance and see just what it’s like to be a gorgeous girl on the town. With his soft looks and slender body, she thinks she could make him into a rather pretty girl.... Why not, Charlie wonders? It might be fun.

A geek named Joss, working on his PhD thesis on motivation, rents a house away from the noise and takes in a roommate named Marcy to help pay the bills. Little does he know how lucky he will be to have Marcy as his roommate. She is another PhD candidate, also working on a thesis about motivation. Gorgeous and intelligent, Marcy motivates Joss to discover things he never would have dreamed of, and they learn about motivation, love, sensuality, and femininity. She soon has Joss fully crossdressed and feminized to experience life as Jossie, a desirable girl rather than his geek self.

When Russ loses his third girlfriend in a row to his overly voracious need for getting down and dirty, he complains to his friends that a girl wouldn’t ever have this problem. Case in point: His friend Krystal, a lesbian who sleeps with dozens and dozens of hot dates. But since he’s not a girl, Krystal proposes an alternate solution: Why not go see a fortune teller and see if a little hypnosis can cure him of his appetites?