Featuring Mistress Eleise de Lacy. Mistress Eleise has a desire to penetrate her slave's arse with the heel of her boot. Before doing so, she wants to ensure his hole is prepared. After a painful wax treatment, a large and deep enema is necessary before he is made to deposit the enema into a bucket in front of his Mistress for a suitably humiliating experience.
Featuring Mistress Jezabel. Mistress Jezabel's patient is in need of some invasive treatment. His therapy begins with anal stretching. After thoroughly greasing up his anal passage, his ring is then stretched by his Mistress' fists.
Featuring Mistress Eleise de Lacy. Lubricating the strap-on with his mouth before being fucked long and hard up the arse is his duty, but when it seems like the slave is enjoying himself too much, he receives some punishing strokes of the cane.
Featuring Rebekka Raynor. The modestly sized strap-on cock that Rebekka's slave has taken before is now cast aside for a much larger one, all part of the anal expansion training program the slave must endure. Stretching his arse is combined with gagging on a dildo at the other end.