A feminized male does a bad job of trying to pass for female.

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He's Now a She

A slave is feminized, including being made to wear women's makeup, and then he is required to submit to Mistress Irene's famous tickle torture. He tries to escape but is tied in place and find himself unable to free himself from his bonds, no matter how hard he struggles. But just to punish him for the attempt to escape, Mistress dishes out even more! He is flayed, kicked, tickled some more ...

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Escape Is Impossible

Slave Richard is clamped and then suspended from the ceiling, where he swings upside-down like a chandelier. This unfortunate slave is also whipped, caned, paddled with both a paddle and a hairbrush, kicked, and otherwise abused at the hands of not one but two mistresses, Mistress Irene and an assistant. Clamps up and down the body of poor Richard pinch this slave's butt mercilessly ...

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Swinging Like a Chandelier

Slave Richard is clamped and then suspended from the ceiling, where he swings upside-down like a chandelier. This unfortunate slave is also whipped, caned, paddled with both a paddle and a hairbrush, kicked, and otherwise abused at the hands of not one but two mistresses, Mistress Irene and an assistant. Clamps up and down the body of poor Richard pinch this slave's butt mercilessly ..

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Whipped Till He Bleeds

Mistress cruelly taunts two slaves while showing both of them the joys of anal invasion - both by fist and by dildo - as they obey her cruel commands.

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Two Slut Slaves

When a foot-worshipping slave needs discipline, Mistress Irene Boss dresses him in a corset and administers plenty of what he needs, including a caning and a bare hand spanking. Brutal Irene dresses the slave in lingerie and then mistreats him savagely. Doesn't he look cute in that corset

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Foot-Worshipper

When a foot-worshipping slave needs discipline, Mistress Irene Boss dresses him in a corset and administers plenty of what he needs, including a caning and a bare hand spanking. Brutal Irene dresses the slave in lingerie and then mistreats him savagely.

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Brutal Bun-Burner

Mistress Irene Boss from Pittsburgh hangs Bart upside down and gives him a hard paddling before breaking out her frightening whip collection. She starts out with 6 foot singletail whips, giving Bart hundreds of lashes before introducing him to her ten foot bullwhip. Next, Bart is suspended by his wrists and Irene shows her expertise by giving Bart a full body double flogging

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Bullwhipped By The Boss