Unemployed academic Caitlyn Taylor comes home to family drama. Her carefree twin Chloe plans to ditch her job to visit a guy she met online. Caitlyn steps in to impersonate Chloe so she won't get fired for skipping town. Unfortunately, this means answering phones for an icy, dismissive boss. Busy college president Ruth Holloway never paid much attention to her mediocre assistant. Suddenly, "Chloe" demonstrates insight into faculty politics and a baffling talent for analytics. And since when has she been so attractive?

Listen to the uber-hot, fun-in-the-sun, coming-of-age book that started it all! Ronnie, now a college freshman, has been babysitting for the Baumgartners so long, she's practically a member of the family. When Mrs. Baumgartner - who insists on calling her Veronica - invites Ronnie along on their yearly vacation, the nanny jumps at the chance.

Hannah Martin has an unusual job: she's a professional cuddler. While she has a big heart for her clients, she hasn't found someone special to snuggle up to in her personal life. Winter Sullivan isn't looking for love. She's an aloof workaholic who's built walls of ice around herself. She would rather drive toothpicks under her fingernails than cuddle, and she certainly doesn't want to share her space with anyone. When Winter's estranged father dies, he leaves her one last surprise: she and Hannah, a perfect stranger, will inherit a building together.

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.