When Charles is passed for the promotion to Vice President, the much younger woman that takes the job catches him off guard during a work party, where he exposes himself to her and other coworkers. In an attempt to avoid getting fired, he agrees to become her sissy, wear a chastity belt, dress in women's clothing, shave himself, and be humiliated through and through. As his feminization continues, he struggles with the question of his sexuality and desires all while trying to hide his new ...

Robert is running for office and estranged from his wife. When he's directed to visit the doctor's office for his physical, he's surprised to find out that he's been diagnosed as a sissy. He's subjected to enemas, pleasuring the doctor, and receiving the nurse's strap-on. He submits to the nurse as his mistress and accepts his fate even as she humiliates him, subjects him to water sports, shares him with male strangers, and locks up his manhood in a chastity belt. As his infatuation grows,...

David knew it would go to hell the day his wife's step-mother moved into their home. His secret addiction to masturbating over the idea of sleeping with her could only be made worse once he started sniffing her panties... and wearing them. When she catches him mid-wank in a pair of her satiny, red panties, she declares him a sissy girl and threatens to tell his wife if he doesn't do what ever she says. This means cleaning up after other men have their way with her, playing water sports, an...

Edward and his wife have long since grown told to one another. He's been screwing the secretary at work almost every day for months, but late at night, he can't help put slip on some pink panties and tuck himself in. His sissy fantasy becomes all too real when he receives an email inviting him to go a brothel where all the women are actually sissy boys. Trying to fight it at first, Edward finally caves into his feminization and longs for the humiliation, torture, and small allowances of pl...

After David's life hits the crapper, he's left without a girlfriend to help him appear normal and without a dog to be his pal. Working as a reporter, he has an assignment to learn about "The Plantation," which is known as a place where folks are willfully slaves or masters. David offers himself as a slave and is willfully humiliated, tortured, and forced to wear a chastity belt to withhold his release. He must have sex with both men and women whenever he is demand, and he accepts the strap...

When his wife finds out that he's really just a sissy deep down inside, Edwards is put through punishment and humiliation to remind him that he's not good for anything besides his holes. As a train of men come through his wife's bed and he's left restrained, he's incapable of denying that he enjoys every moment of it... when a mysterious man or tranny shows up to take his holes, he admits to himself, however difficult it is, that he really is just a sissy girl! Finding his sissy clutch in ...

When his wife learns that he wants to be a sissy, she works together with others to help it happen. Not only is he going to put on women's panties, get shaved, and be put into a dress, but he's going to be handed over to a well-endowed buck for his first taste of another man.

Doctor Rydell has opened a fertility clinic, but behind closed doors, it is truly intended to sissify men that are hiding from their true trannsexual ways. Three patients undergo humiliating treatment that leaves them admitting their love for other men and desire to be submissive.

Joh had a fantasy about his wife with another man and him being a submissive sissy, but when she takes a boyfriend that she's falling in love with, he's regretting his decision. When she goes on an overnight trip with her new man, he's surprised when a well-hung black buck comes knocking at his door, shouting that he's going to train the sissy cuckold by shaving him and making him prove his obedience.

Doctor Rydell set up a fertility clinic, but what she's really hiding is a sissification laboratory, and two new patients are introduced to the beginnings of their treatments. Michael is surprised by a transexual nurse, and the Charlie is pleasured by a male doctor. But in her lab, Doctor Rydell works to sissify one of her toughest patients ever, one that swears he'll never become a sissy no matter how long she works at it.

Two of J.S. Lee's saucy sissy series in one package! Buy together to save.Hypnosis for the Sissy:After Matthew was caught cheating on his wife, he is willing to go through therapy if it means getting her off his back. Her therapist, a beautiful Mistress, quickly puts him under and confirms that he wants to become a feminized sissy that serves... he dons pink panties and a chastity belt, takes a golden shower, pleasure another man, and offers up his holes at the discretion of...

Kenny's dirty little secret involves buying new lingerie and touching himself to videos of sissy boys taking on real men, and he fears that his inability to lie will some day get him caught by his wife... when she walks in on him, she seems strangely aware of the fetish and devises a plan to humiliate him, feminize him by shaving off all his body hair, and give him away to his first man.