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...

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,...

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 ...

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.

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.

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.

Andrew is a sissy that's in love with wearing women's clothing, but his wife is still angered with him for his poor ability to listen and obey. While going on a trip, she drops him off at "The Nursery," a home for little sissy babies that wear diapers and dress as little sissy girls. He receives an enema, a hard spanking, and is trained by Master Steven and the transsexual, which leaves him craving more and helps him become the obedient little sissy baby he's always wanted to be.

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.

With his mistress, Robert, a sissy, is scolded for his lack of obedience. Humiliated by her chastisement, when he's given another chance to please another man in front of her, he jumps to the occasion, spreading himself open for the man and taking anything he's asked to take. Once the man is through with the whore sissy, his mistress finally allows him to touch her and reach his own earth-shattering release.

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 ...

After going to a clinic for what was supposed to be a routine checkup, David Andrews is surprised to find humiliation, feminization, and sissification are on his chart. At first he protests the fact that he asked for a sissy transformation, but after an enema or two and being shipped home with some mysterious pills, he's back at his habit of wearing his ex-wife's clothing and masturbating. When he wakes up in the morning with tits, he's unsure how to cope with the changes but realizes it's...