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...

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.

Robert, a sissy by nature, is filled full with the fluid of an enema and humiliated before a nurse and doctor as the nurse dons a strap on and demands that Robert sucks the doctor as she penetrates him from behind. Before leaving, he's bound in a device to keep him from releasing anywhere besides the office. Becoming the nurse's sissy, he's eager to please his mistress despite his humiliation and rage at the events he can't seem to bring himself from enjoying.

The Arlingtons are made of money. As Ashton leaves college a graduate but too afraid to admit his secret panty-wearing fetish, his father puts him in the position to spy on one of his rivals. Uninterested in finance but obedient to his family, Ashton quickly finds himself mesmerized by his boss's wife, only to find out that she's packing almost as large of a member as her husbands. When his new boss becomes his Alpha, Ashton finds himself bound in a chastity belt, passed around the Alpha a...

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 ...

At his wife's insistence and for her to watch, Jeff agrees to go to a gay club and grind on other men and make out with them, but after seeing himself in the mirror he feels pangs of guilt and retreats back to their home. Once there, she dons a strap-on for him and helps him live out his deepest sexual fantasy.

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...

Away from home and his wife, Jeff is propositioned by a lady of the night that he believes plans to charge him. But her willingness to please is not what it seems, as he undresses her to find out that she's a transvestite. Taking her load in his mouth, he's crossed a line he's afraid he can't uncross. When she wants to take his other hole, he's uncertain.

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...

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.