When James saw an online ad for a job with free room and board, he thought it was his lucky day. After just losing his job, it seemed like a great opportunity. But he should have paid more attention to the part of the ad that mentioned the job was doing whatever the Mistress wants!

Mistress Josi meets James at the door, then shows him around the house that he will be cleaning. But first, he is told to get naked and put on a collar. Josi has him cleaning her pool, but then puts him to work cleaning her feet. Josi again interrupts hos working to worship her pussy, then fuck it with...

When James saw an online ad for a job with free room and board, he thought it was his lucky day. After just losing his job, it seemed like a great opportunity. But he should have paid more attention to the part of the ad that mentioned the job was doing whatever the Mistress wants!

Mistress Josi meets James at the door, then shows him around the house that he will be cleaning. But first, he is told to get naked and put on a collar. Josi has him cleaning her pool, but then puts him to work cleaning her feet. Josi again interrupts hos working to worship her pussy, then fuck it with a chin strap dildo. As Josi gets ready to go out to a club, she puts James to work again, this time cleaning her ass. When Josi returns, she is upset there were no hot guys at the club, so she puts James's cock to use pleasing her pussy. When James cums, she makes sure to feed it to him.

As James is doing his new sissy maid cleaning duties, Josi decides to fuck his little man pussy with her strap on. Josi fucks him hard and deep, totally emasculating him. After locking him in his cage for the night, Josi enjoys a cigarette as she tells James how much fun she had using him and that she looks forward to doing it all again the next day. Josi then makes James watch as she leaves a bowl of her golden nectar for him on case, he gets thirsty at night, then walks away, leaving James in his new cage.