Moneybags and Scumbags - Sex Stories

Moneybags and Scumbags

... look absolutely helpless." She smiled slyly, shaking her head. "I want your elbows on the floor." I did as she instructed,my elbows and forearms flat on the floor above my head, my knees on the floor with legs slightly spread. She reached around my waist, unbuttoning my slacks so she could expose my ass and upper thighs. "How about we insert the next size butt plug?" "Yes, Mistress! Please!" I exclaimed enthusiastically in response. She pulled a box out from under the massage table, opened it, and grabbed the plug. It was about four and a half inches long and three inches wide at the widest point. She put it in front of my face so that I could lubricate it with my mouth. After a moment of licking and sucking it, she pulled it out of my mouth and inserted it slowly into my asshole, allowing me to feel every inch, as well as what an awful lubrication job I'd done. I clenched my teeth. "Stop being a big fucking child!" She shouted as she dug her nails into my buttcheek. "It's in. I want you to wear it all day at work tomorrow." She grabbed her paddle, also in the box from under ...

... the massage table. She knelt by my right side and hit my ass with it. I could feel the warmth along with a slight sting. That was going to leave a mark I'd treasure for days to come. The next spank was so firm that I couldn't help but to grunt a little, from both pleasure and pain. "Shut up, fucking pig! I want you to be silent." The next hit made me tear up a little. The one after that wasn't very hard. It didn't have to be, my ass stung like hell at this point. She gave a few more light spanks, just for novelty. She pulled my slacks back over my sore, red ass before she crawled closer to my face and untied my wrists. My forearms and knees were also sore from being on the concrete for so long. I brought myself to my knees and kissed both of her feet, giving a "thank you" between kisses. Standing up shakily, I braced myself on the massage table for a moment to steady myself. "When would you like to be punished again, scum?" She asked. I thought for a moment, combing through my schedule mentally. "Second Friday of next month. Will the same time work?" "Absolutely, for a price."