Jacked Up – Chapter 2

As I stood in the corner, hot in all sorts of ways, he told me that he liked seeing me like this. He reviewed all of the reasons why I needed his guiding hand, all of my weaknesses, frustrations, and failures. He mixed praise with disapproval, telling me he knew I could reach my goals, and that he would make certain of it. He made me agree to his judgment of when and how I should be spanked. He made me thank him for what he had done to my bottom so far. He said I needed to let down my defenses and he was going to make that happen now. I must understand that he is in control and will do whatever it takes for us to be happy and for me to walk my talk. He said he wanted to soothe me on his lap, but that I wasn’t ready yet. Then, he led me into the bathroom.
He gently guided me into the tub, where an enema bag was hanging. On the sink, was lube, a bottle of red wine, and a butt plug. I knelt and watched as he poured two glasses of wine into the enema bag with some water. He said one way or another, he would adjust my attitude. He said, “On your hands and knees.” I felt his lubed finger on my small hole and he pushed against my tight sphincter until it popped in. He gently pushed it all the way in and almost out, slowly, over and over again, while saying that I was his to do as his wished, and then he pushed in two of his fat fingers as far as he could, continuing the onslaught to my ass. He replaced his fingers with the enema rod and opened the flow of red wine to fill me. Soon, I was filled and he replaced the rod with the butt plug. He told me to lie on my side for what seemed like forever. He then left me to my release, telling me to clean up and then bring him the butt plug to put back in.
He pulled me over his lap again, but this time, he rubbed my sore bottom with a cucumber lotion and he fingered my clit and checked my wetness. He lubed up my butt hole again, and slowly played with inserting the plug, a little bit at a time. The wine had relaxed me, and I was able to accept it and turn over to sit on his lap. He shared the rest of the wine with me until the bottle was empty and he used the neck of it to play with my pussy lips, making me taste like me and red wine. As he pressed the thin neck of the bottle into my pussy, he made me watch it disappear and reappear and told me what a horny slut I was for liking it. I felt flushed with shame and heat, but I couldn’t help lying back on his lap to make room for his bottle game while my butt was stretched with the plug. I was dripping again and he stopped. He said I had been good but now I had to be better.
He led me to the bed to lie on top of the pillows he had piled, face down, as he used silk ties to position my arms and legs. I felt so vulnerable as he was still fully dressed and I was splayed open for him to see. He blindfolded me, saying it was time for me to learn what a punishment spanking was, and I heard his leather belt slip through the loops of his pants. Even though I couldn’t see him, I could picture him in his suspenders and suit pants with his sleeved rolled up ready to mean business. I asked him to remove the plug and he said, “No, I want you clench down on it whenever I say.” He pulled it out and pushed it in for a few minutes as he ran the belt across my butt and thighs and then my pussy. Just as I thought I may have been making a mistake, he made me tell him again how much I needed his discipline. I felt the stings as he striped my backside. This was no half-hearted message. He said I wasn’t going to forget this as I strained against the ties. He told me to clench and hold, and spread my legs as far as I could. He began to use the tip of the belt on my inner thighs. He said if I unclenched, he would start over. He used the tip, not so hard, on my pussy and I lifted off of the bed. I was getting wetter and more excited, even though the pain was increasing. He stopped and pumped my bottom with the plug some more, while rubbing my clit with his other hand. He thrust his fingers into my pussy and I was writhing with passion, pushing back onto his hand until he had four fingers inside of me. He said, “That’s right, as he brought the belt down so hard I screamed.” He removed the plug and his fingers and began to lick my wine soaked bottom and pussy. He squeezed my cheeks and the pain and the pleasure got all mixed up. He told me I could not cum yet, but I did. He let me climax before telling me that there was more to do before I understood obedience. I still wasn’t giving over control and he knew how to fix that…