“I’m Peggy by name and Peggy by nature,” the dominatrix said as she bent him over. Darren looked up at the sexy yet terrifying woman who towered over him in her thigh-high leather boots. How on earth had his bachelor party stag night ended up like this? And was he really going to submit and let her do that to him?

When burly tradesman Tyler finds some women’s clothes hidden away at the empty school he’s working on, he can’t resist exploring his secret sissy fantasies. But the strict Headmistress catches him in the act and punishes him in a most unexpected way–forced to fully feminize, he is spanked over her desk and made to satisfy both her and himself. But who’s enjoying it more–the hot but stern Headmistress, or big, butch Tyler, all dressed up as a girl?

Wanting changes in his life, he decides to sign up for a membership at his local gym. The gym is a bit unorthodox in its methods, and his orientation starts with a chat that feels more like a therapy session. But the gym’s administrator ensures him that it’s important to understand every client on a deeper level before pairing them with a personal trainer.

When Connor starts a new job, he's pleased to find he's the only male in an office full of attractive women. But then he starts getting mysterious, anonymous messages telling him to do some very taboo things. Intrigued, he follows the instructions....

Kenny has a bully problem: a bad bully problem. Every day is torment, until a new girl arrives at the school. Alex is tall, athletic, and beautiful—and she doesn’t take crap from anyone. When she sees Kenny being targeted by the school’s meanest bullies, she puts her foot down—right into the face of the meanest of them all. And just like that, the bad boys are too afraid to pester Kenny. Now, school life for Kenny isn’t looking so grim. It seems like he’s in the clear, until Alex reveals to him that there is something she wants from the young, petite-framed man.

At the Sissy Dollhouse men are captured by the beautiful dominatrix Tanya and turned into mind controlled transgender dolls using seduction, drugs, hypnosis, surgery, and hormones; then they are used as programmable prostitutes for fulfilling the fantasies of rich clients.

Prom is approaching, and Jeremy has his eye on Amanda. Well, every guy has his eye on Amanda, and a few of the girls too. She’s the hottest girl in school, so Jeremy doesn’t actually think he has a shot.

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.

Max keeps getting into trouble, manipulating his female classmates (he calls it ‘charming’ them). Finally, the school principal can’t take any more, kicking Max out and leaving him with only one option: an all-boys boarding school with strict rules, and no access to women whatsoever. Even the internet at the boarding school has been programmed to block images of women.