Featuring Mistress Serena. Mistress Serena's pain slut has already been reprogrammed to get turned on and only orgasm whilst in extreme pain, but she has decided to up the ante on his pain thresholds in this session. The slave's balls are sandwiched in the crushing plate and every now and then the pressure increased with a gentle yet cruel twist of the fly screws. His anal passage is filled with a humiliating plug and his nipples, not to be neglected are viciously clamped too. The ordeal really starts to test him when Mistress uses her stiletto heeled boots to jab at his most sensitive parts, but his immobility through bondage means he can do nothing but take the pain of her desire. Finally, his humiliation and this next stage of Mistress Serena's mindfuck training is accomplished when the intensity of his suffering triggers an orgasm, right into his face and open mouth.

Complete Duration: 23 mins 16 secs Photos: 21

Featuring Mistress Eleise de Lacy. The patient needs to undertake a series of tests to determine his reaction to anal expansion combined with cum extraction.

Complete Duration: 40 mins 8 secs Photos: 36

Featuring Cybill Troy. When Cybill Troy decides to make you suffer, you know it will be intense! She is determined to exact her most brutal punishment on this slave, but his attempts to avoid her cruel intentions only prove to increase the amount of suffering he must endure. Stomping and crushing his cock beneath her boots, whipping and caning his ass, spitting in his face and mouth, are all intensified as she eventually puts him in a wresting hold, wrapping her thigh boots around his neck to stop his flinching! An incredible Cybill Troy session you will not forget!

Complete Duration: 10 mins 3 secs Photos: 30

Featuring Lady Victoria Valente. The slave has been enrolled on an intense milking regime by Lady Victoria Valente. This means he will be milked several times a day to exhaustion. She drains him of his energy time and time again and this is his final cum extraction treatment for the day, before it will all start again the next morning.

Complete Duration: 10 mins 30 secs Photos: 14

Featuring Mistress Eleise de Lacy. The slave loves boots, especially the perfect fitting tailor made thigh boots of Mistress Eleise. This compulsive desire will be used against him though as she teases him, slaps his face hard with her gloved hands and smothers his face with her boobs and then her ass. She wants to get some satisfaction from the encounter, so that means the slave must suffer for her!

Complete Duration: 9 mins 45 secs Photos: 25