Mistress Isabella is testing out a potential Mistress for training. Given the task of testing a new slave for her arrival, Mistress Leyla begins preparing him immediately. But nothing could prepare him for Mistress Isabella`s arrival. Includes nipple torture, CBT, ball kicking, verbal discipline.

Slave to none, Rubber Boy comes to the Ivy Manor to play. As they explore their new relationship, Mistress Isabella soon has Her new plya-partner trained like a slave in this CBT-heavy session. And as a slave, he learns to appreciate every painful pleasure The Mistress offers.Includes Bondage, CB...

Mistress Isabella presents Her chastised slave a series of challenges to give him the opportunity to lick chocolate and honey off Her precious feet! He must first earn his way out of a devious chastity device, which means enduring Mistress Isabellas tortures and torments including a cropping, ca...

Mistress Isabella Sinclaire does not tolerate a slaves late arrival to The Ivy Manor. This one finds out first hand how she punishes such tardiness. Includes whipping, caning, ball kicking and more, as she teaches him that showing up late is better than not showing up at all.

After attending to some business matters, Mistress Isabella picks up right where she left off with her corporate pig beating the hell out of him! This intense conclusion to a two part series begins with the corporate pig in suspension for a heavy bullwhipping and some cigarette lighter branding. ...

The line between pleasure and pain are blurring once again as Isabella get a new toy at Ivy Manor and has her way with him during her use of amazing binds and well-honed tortures!