From Roommate to Mistress by Scarlett Steele

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From Roommate to Mistress

(Scarlett Steele)


I bring the plug up to his hole again, really concentrating now. I feel like I should say something to him but nothing comes to mind. I am just so focused on getting this plug in his ass. I start to nudge it down, and he clenches, shutting his exit completely. I wonder what it was about the smaller plug that made it just slip in. then I realize again that this time he expects it, he knows what is coming, and he knows that it is bigger than the amateur sized plug I used the first time. I hold it with both hands.

Feeling the urge to apologize as his asshole finally gives way, I bite my tongue. The plug start to slip all the way into him, and despite his clenching now, it just slides in, thanks to the lube. I don't stop until it is all the way inside him, and again his response is delayed. He seems to first inhale hard, or is he exhaling, I'm not sure. Then he lets out a loud moan of pleasure that I am not sure even the soundproofing in my dungeon can contain. I just hold the plug in place, until I am sure it is secure.

Then I resume our routine, with Jim's butt stuffed. He really seems to like it, and so I think I may be onto something. When he leaves, he tips me $500, and I know that for sure, once I have perfected this new skill, I will rake in a whole lot more money. I go upstairs and shower, and then jump straight into bed. I'm not hungry, but I could use a drink. I get up and throw a robe on, taking my tablet with me downstairs to find a bottle of wine.