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?

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.

It’s Christmas break. Gorgeous Piper loves nerdy Jake’s passion for buying her clothes, but her intuition tells her he does it not only because he loves her so much but also because of his hidden desire to wear them himself. She buys her love everything needed for crossdressing and transforming Jake into Jackie, her girlfriend. That afternoon, she enlightens him in the nuances of presenting his feminine side and immerses him in the pleasures of catering to his feminine persona.

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.

For years, Fabian has been curious about the lives of the women all around him, but they never seem to want to talk to a too-curious man about it—there's always a bit of the experience he couldn't get to or questions that would seem too inappropriate. But now, he has a brilliant new cover plan that will help him get to the bottom of things: He's going to write a book about it! Purely for research purposes, of course.