Featuring Divine Mistress Heather. Mistress Heather has decided to transform her slave into a sissy slut, but there are occasions when she will expect her to behave like a lady. So the training begins with her new slut giving her boots some respectful worship. Then her anal passage needs to undergo some expansive therapy, so a large plug is inserted, after she's dressed in a pretty slutty outfit. It is essential her sissy must learn to walk with the correct posture in her new high heels, so a little deportment training is employed and to focus her mind, swift punishments are delivered to her plugged ass when she fails any given task.

Complete Duration: 23 mins 3 secs Photos: 11

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. You will kiss my ass in public too, then fall to your knees to accept my cigarette ash and spit. You are here in the great outdoors to serve me, to be humiliated... and to be grateful!

Complete Duration: 18 mins 40 secs Photos: 11

Featuring Mistress Akella. Mistress Akella has an envious collection of leather boots, so when her boot cleaning slave has failed to do his duties to her exacting standards, he needs to be punished! He has been tied to a table and must endure a barrage of corrective treatments, including ball and nipple clamps, ball punching, twisting and squeezing and the very boots he was supposed to have cleaned are used to inflict hurt in his most sensitive areas, whilst he attempts to lick, suck and kiss them. A predicament for this lazy slave, who must now prove his worth if he wants to remain in her prestigious stable of slaves.

Complete Duration: 20 mins 37 secs Photos: 16

Featuring Mistress Eleise de Lacy. Over the whipping bench, the slave will be trained to cum to the cane. After inserting an electric probe up his arse and wrapping the conductive cable around his balls, Mistress Eleise starts her exercise in CP, employing various tools of torment, before making him reach climax whilst enduring vicious strokes of the cane. It won't be long before he will only associate extreme suffering with the sense of orgasm.

Complete Duration: 26 mins 4 secs Photos: 13

Featuring Mistress Suki. It makes a pleasant change when Mistress Suki's sissy slave has been good, so Mistress shows her generous nature in releasing her sissy slut from chastity and allowed her to orgasm; however, sissy is told in no uncertain terms that from now on, the only time she will be allowed to cum is when her Mistress is sitting firmly over her face.

Complete Duration: 13 mins 43 secs Photos: 10