Serena is a tall, beautiful, confident, Black transgender woman on the lookout for a new hobby. When she spots an ad for models to be painted, she jumps at the chance, wanting to experience something new. However, when she arrives at the studio, her special shemale surprise gives away her trans secret and she is left to see just what the handsome artist wants to do with her!

When a shy and awkward eighteen-year-old meets a gorgeous ex-model turned talent scout, he's faced with a choice: He can continue his normal life, or he can give in to the wicked plans of the stunning older woman and become the transgender, bimbo porn star of everyone's dreams.

Maya is out for a coffee on her day off when she notices the cocky barista flirting with every woman in the line. Sure, the confident, muscly guy in his early 20s is handsome, but Maya doesn't like the way he acts. The only way Maya can think of to bring the guy down a peg or two is to surprise him with her shemale secret after seducing him.

Thai transsexuals are famous for their beauty and their mischievous ways. Bell, a beautiful ladyboy, makes her way around Europe, taking in the sights and having a whole load of fun with men, women, sissies, and other T-girls.

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.

Jared just landed at the airport, and his vacation is already off to a lousy start. He knew it would suck before it even started. It was planned by his sister and his mother, with no regard for what he wanted to do. After a long day of travel, Jared just wants to go to the resort to sleep, but his sister, Ashley, insists they go out to a fancy restaurant an hour from the resort.

Ricki has the perfect life: a beautiful house, a beautiful fiancée, and the easiest job in the world. By day-trading from home, he earns six-figures with just a few hours of work each day. At least he did, until he wakes up to see that his trading account has been shut down.

Danny was sure he was going to get the big promotion at work—and then his boss tells him that it’s gone to someone else: Deakins. No, Deakins doesn’t have the numbers that Danny has, but Deakins has a wife, and the company’s clients have wives who want other wives to mingle with at events and company getaways. Stunned, Danny sinks into despair. Finding a woman has always been a struggle with his demanding work schedule. He makes great money… but no woman seems to want a man who spends most of his waking hours at the office.

Owen Baker has tried everything to quit smoking—everything except for hypnosis. His hopes aren’t high when he goes into Dr. Sandra Lee’s office, but he’s willing to try anything. Dr. Lee is supposedly the best in the business, after all.

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.

Christopher has decided it’s time to bulk up: no more being the small guy. He gets himself a gym membership and a big tub of Hulk Diet Protein Powder. But his gym journey isn’t complete without his new friend and gym partner, Alan, who has also lived his whole life as the "small guy". Alan’s all-in as well, with his own giant tub of Hulk Diet. Then, he begins to notice strange feelings, and strange urges.

Shy eighteen-year-old Jody has always been in love with his best friend's mom, and she loves the attention. Using her sex appeal, a little gentle humiliation and a firm, motherly hand; she strives to make the pretty boy into the perfect sissy toy.

Dave is a male nurse, working in a unit of patients recovering from bad accidents. Many of them don't have the use of their hands, so Dave finds himself often having to go beyond his job description to keep people happy. Beth, Dave's mentor, is often the one to perform the 'duties' on male patients, to help keep them sane. Men have needs, after all.

Nicole is a young American trans woman trying to find her way in the world. With a job in finance, she's invited to meet the rich and famous, which puts her in contact with a couple of baseball players. She strikes out with the first but there's potential she might hit a home run with the second if she plays her cards right.

At the Sissy Dollhouse, men are captured by the beautiful dominatrix Tanya Payne and turned into brainwashed transgender whores, using seduction, drugs, hypnosis, surgery, and hormones.