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Your search for anal returned 130 results.

Strap-on Training - Super HD

Film in 1 Part, 17 Photos

Featuring Miss Steel, Mistress Eleise de Lacy

Jack's wife is looking for some advice as to how to humiliate and train her husband into submission. Mistress Eleise has just the solution, involving two strap-on cocks for a good hard spit roasting.

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Anally Challenged - Super HD

Film in 1 Part, 22 Photos

Featuring Mistress Michaela

Mistress Michaela has an anal virgin to break in. With her huge strap-on cock she first gets him to suck and gag on it, before fingering his arse and then plugging him. It's all part of her intense anal training program.

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Fuck The Failure - Super HD

Film in 1 Part, 20 Photos

Featuring Governess Elizabeth

When a Mistress lends her slave out to a friend, the slave's behaviour, good or bad, is a reflection of the lending Mistress. This slave has been a total failure in almost every department, forgetting almost all that he had learnt under Governess Elizabeth's expert wing. His pathetic excuse... that he doesn't want to serve any other Mistress, is just not good enough. Further training, further punishmen [...]

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Gyno Gummi Gimp - Super HD

Film in 1 Part, 15 Photos

Featuring Lady Lola, Mistress Eleise de Lacy

Strapped down in the gyno chair, the rubber slave has his anal passage explored before a catheter is inserted down his urethra. Mistress Eleise and Lady Lola maintain absolute control of their gyno gimp throughout.

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Lady Rubi's Pig Slave - Super HD

Film in 1 Part, 18 Photos

Featuring Lady Rubi

Lady Rubi knows how to expose the weaknesses of her slaves and then how to exploit them to full effect. This slave clearly doesn't like the idea of being humiliated. He also needs some lessons in how to greet and kiss his Mistress's feet and after several pathetic attempts, she decides to humiliate him by making him nothing more than a worthless pig slave. She inserts a pig-like tail up his ass, with the o [...]

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Your Dirty Little Secret - Super HD

Film in 1 Part, 11 Photos

Featuring Mistress R'eal

You know what you are... you're not a real man, you were born to be a sissy, to serve a dominant woman like me! There are times when I'll dress you in frilly outfits and make you look all sweet and pretty, but there are other times where you will be my cock sucking fucking whore. You need the training and your transformation will be begin when I start to remove the male testosterone from your body. You don [...]

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