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 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 house that turns boys into girls? A college student is looking for a house to rent and comes across an unbelievable deal. According to the gorgeous girl vacating it, the place is enchanted and has a closet with women’s clothing and accoutrements that can never be emptied. She also claims it turned her from a boy into a very special girl while she lived there.

Tom McCallister has been in love with his best friend Lyla for as long as he can remember, but what would be the point of telling her that? He's known that it's hopeless ever since she came out to him as a lesbian during their freshman year of college. Lyla likes women, and Tom is definitely not a woman. But when Tom loses both his job and his girlfriend on the same day, Lyla is still the first person he turns to for support. She tells him to drop everything and fly out to see her in New York, confident that some friend time is exactly what he needs to get through his slump.

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.