Femdom and Male Chastity

A disastrous first attempt at femdom leaves Jonathan bruised and humiliated, and he’s at rock bottom. Then, sexy, sophisticated, and wealthy Mrs. Cavendish comes to his rescue and promises to make everything all right again - at a hefty price. She demands total obedience and utter control over him.

Locked into chastity to pay his debts, Jonathan finds out just how arousing and punishing his new Dominatrix Mistress can be. She begins to train him, to test him and to push him to his limits of pain - and pleasure. Invited into her playroom for the first time, Jonathan willingly submits to cbt, trampling, whipping, and toys deep in intimate places, allowing her to control his every release.

Strict chastity, teasing, and denial gets too much for Jonathan. But when his beautiful dominatrix discovers he's tried to break her rules, she spanks him firmly over her knee and punishes him severely, giving him what he craves again and again and again until he’s drained dry and begging her to stop. 

A trip to the pet store to buy a cage, a bed, a water bowl, and a leather collar and leash leaves Jonathan bewildered. His Mistress doesn’t own a dog. But when they visit the Adult Store for more specialized equipment, her intentions become all too clear. She does have a pet. It's him.

To earn his release from his chastity cage, Jonathan has to choose between pain and the forbidden pleasure of cross-dressing. But his decision is just the start. Fully feminized, he starts to see the sensual delights of wearing silky fabrics, nylons, and high heels. But being the sissy Maid to two demanding Mistresses isn’t easy, and a minor spill at the tea party brings on a punishment session. Tormented and strapped by his Mistress, he can’t control his pleasure and has to endure every taboo moment like the sissy Maid he is, until he reaches the ultimate in satisfaction.

A new chastity cage and love egg have a shocking surprise for Jonathan, and with the flick of a switch, his dominating Mistress has him at her mercy. But she uses the new e-stim devices to persuade him to cross-dress and feminize in public. It's even more humiliating when Jonathan is dressed as a sissy maid and submits to another man—the big Russian body builder.

Aroused, teased and denied by two beautiful dominant women, Jonathan is desperate for release. But the only way he can get it is by satisfying all the taboo urges of the big, muscular Russian man.  Feminized and restrained, Jonathan is brought to the point where he begs Vladimir to fill him, while his two mistresses watch in delight.

In lingerie and high heels, Jonathan returns to his former workplace to take his revenge. Fully feminized, he seduces his traitorous friend into the most compromising of positions and has to swallow more than just his pride to accomplish his mission.