Featuring Mistress Johanna. Mistress Johanna in a leather and boot lovers dream session. The lucky slave is first made to kiss her sumptuously soft black leather thigh boots. He must clean the soles, suck the heels and swallow her precious spit, all before his cock is trampled and he is instructed to eat his own cum. Not surprisingly, the slave works up a huge amount of frustration throughout this scene and has copious amounts of his excitement to swallow at the end...

Complete Duration: 19 mins 31 secs Photos: 16

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 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

Featuring Mistress Eleise de Lacy. The sissy slave's training is going fine until the cardinal sin of placing an item of clothing on a wire hanger is committed. To right this wrong a good thrashing with the offending item is necessary. The punishment fits the crime perfectly and once administered, sissy training can continue.

Complete Duration: 24 mins 56 secs Photos: 38

Featuring Mistress Eleise de Lacy. When caught handling the Mistress' lingerie, there is only one likely outcome and that is punishment; however, the Mistress is pleased to find that her houseboy makes a very pretty slavegirl. There is no choice for him now. Mistress Eleise will keep him fully feminised at all times from this day forward. His new life as a slavegirl is about to begin.

Complete Duration: 30 mins 0 secs Photos: 24