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.

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. 

Dress like a girl to join an elite society? A master’s degree student wants to join an exclusive and elite secret society where the members network and become huge successes financially. The only problem is that he has to pay his dues first. Can he do it? Membership requirements: A good person, unbiased, non-judgmental, with no homophobic or gender-slandering tendencies. An understanding of the importance of balancing masculine and feminine energies. Dedicated to helping other members. Able to keep secrets.

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.

Riley has spent his whole career working on commercial cargo boats and the odd fishing vessel, but his dream has been to work on yachts. One day, the crewing agency gives him a call. There’s a yacht with an opening in Norway, and Riley doesn’t hesitate to accept the job. But the crew was expecting a woman for the interior crew, not a man for a deckhand.