Featuring Divine Mistress Heather. To be divine Mistress Heather's whipping boy is a great honour and privilege. Turning up three minutes late for his appointment is sloppy and disrespectful and deserves a harsh punishment. No one is better equipped than Mistress Heather to deal with this recalcitrant slave.
Featuring Lady Victoria Valente. Take a walk with me in a public park, but stay on your knees and make sure you keep my boots clean when I command you to get down and lick them. Don't worry about the passers by, this is all part of your humiliation training boot slave.
Featuring Lady Victoria Valente. Lady Victoria Valente has decided she would like her slave to wear thigh boots whenever he is in her presence and he must always wear them when he has an orgasm. After kissing, licking, sucking and sniffing her shoes and feet, he is tied to the bed for some ass smothering whilst his new conditioned milking is carried out.
Featuring Mistress Eleise de Lacy. Mistress Eleise decides her slave needs to be tested beyond the norm. After a relaxing cigarette, Mistress Eleise instructs her slave to polish her latex with a hands on approach. This gets him very aroused and despite him later being compromised by an evil humbler device, he is milked dry. Immediately after he's cum and with the full condom stuffed into his mouth as a gag, she then fucks him hard with her huge strap-on cock.