f***ed to cross dress on Halloween - Sex Stories

f***ed to cross dress on Halloween

... lubed tip was now perfectly positioned against his naughty hole. “But Deb what?” I said with a clear hint of annoyance in my voice. How could he disrespect me like this, especially after all the effort I went through? I swiftly thrust forward and shoved my big cock into his ass. He almost screamed. I kept on forcing the dick forward so it slid all the way in. “Don’t ever call me Deb again. I’m your mistress…” I said while grabbing his hips and slowly sliding back out of his ass until only the first two inches of the dildo were still stuck inside of him. “and you are my maid!” I said while slamming the full dildo back into his ass again. “Aahhhh…” was all the helpless maid could respond. I kept this slow out, fast in rhythm going while listening to his whimpering. It was turning me on. “Who is my maid?” I asked while still fucking his ass. “Me.” he said quietly. “What did you say? LOUDER!” “ME.” He almost yelled. This was getting me really wet. I used my right hand to squeeze into the harness and find my wet pussy while I kept the slow out – fast in rhythm going. I started rubbing myself down there and it just felt heavenly. “Tell me you are my maid.” I continued. “I am your maid.” He said while breathing heavily. “Ask me to wear this uniform all night so everybody can see it.” I pressed on. The fucking continued, but apart from heavy breathing and moaning, my new maid wasn’t following my instructions. “Ask me!” I repeated myself while pounding him as hard as I could. “AHH… ...

... Please mistress, please let me wear my uniform all night.” He begged. “And?” “So everybody can see it.” He was beaten. I had clearly won. This feeling of victory rushed through my body, from the power I felt through the large strap on, to the rubbing of my wet lips. I burst into a giant orgasm which made me fall forward, half on top of my maid who landed on top of the table. Breathing heavily, we both laid there for a few minutes catching our breath. *** After slowly pulling out my huge strap on dildo, I replaced the emptiness with the steel butt plug once more. My maid was moaning, clearly struggling with the abuse of his ass. “Now clean up this mess. We only have about half an hour before the first guests arrive.” I commanded while untying the apron strings that had kept his arms in place. He slowly rose from his compromising position and pulled his panties up while I retied the knot that kept his pinafore apron in place. The straps of the white pinafore apron were tied firmly once more. The straps of the white pinafore apron were tied firmly once more. “You will clean the rest of the kitchen, including the floor, counter tops and the oven. Understood?” I said while enjoying the mix of humiliation and fear in his posture. “Yes mistress.” he replied while blushing. “Good. Now I will be cleaning myself up and getting ready for the party. When the intercom rings, be a good girl and buzz up our guests and open the door. Make sure to offer them something to drink as well.” “Yes ...