As I rode him harder and harder his grin just kept getting bigger. He started slapping my tits back and forth and then top down. Occasionally he would slap my nipples with the backs of his fingertips, that really stung, which went straight to my clit. That fed right into the feelings in my cunt as the big cock was filling it, stretching it, and hitting every single nerve cell each time I dropped my body, driving it deep into me again. The pain was gone, and the need to cum was increasing rapidly.
Just as I was about to beg permission to cum, he told me in no uncertain terms, “Don’t even think about cumming.” I moaned in response which got an even bigger smile from him.
He effortlessly lifted me off his cock and laid me face down on the bed. At first, I was confused, but then I realized what he planned next and was petrified. I had never had anything that big in my ass.
My fears were confirmed when he lifted my hips and placed two pillows under them. Almost immediately I felt the plug pulled from my ass. It suddenly dawned on me that I had taken that big cock with a plug in my ass that made my cunt even tighter. It could only be that he had done that on purpose. I didn’t know whether to be pissed or proud and was now totally confused about what it would do to my ass.
As he worked more and more lubed fingers into my ass I decided two things. First, I had no choice, I could not disappoint Master with his friend, and second, I had to trust that Master’s friend would not damage something that belonged to Master.
He had at least three fingers working in and out through my ring. With the addition of the latest finger, it was starting to sting, not horrible but noticeable. I worked to relax and that seemed to help. I felt his fingers withdraw and I must have clenched because there was an immediate hard slap on my butt and a gruff, “relax.”
I tried to relax, and when I felt his cock start to push against my ring, I started to push back as I had been taught. There was a very pronounced sting as his lubed cock slipped into my ass, frankly not near as much as I had feared. He nicely paused and let me adjust then started slowly pushing deeper into my ass.
The mixture of sensations was overwhelming. The sting as his cock slid through my ring and pushed ever deeper, the ripples up and down my cunt as his cock rode over the thin membrane separating my ass from my cunt, the euphoria that I was serving Master by being fucked by his friend. Add into the mix the firing of the nerve cells sending pleasure signals to my brain and the endorphins my body was generating in reaction to the sting and I was having trouble concentrating. Fortunately, all I really had to do, and all I could do was lay there and let him have his way.
I felt his hips against my butt meaning he was balls deep in my ass, and again he paused. He kissed my neck and whispered, “good girl” in my ear. A chill went down my spine. He started slowly fucking my ass but picking up the pace with every stroke. Even going slowly, it hurt. Then suddenly it was if someone had flipped a switch, the endorphins and the nerve impulses to my pleasure center blocked out the pain and all I could feel was the pleasure of this large cock fucking my ass. He felt me start to push back against him as he fucked me, wanting it faster and harder.
He immediately obliged, his hips slamming repeatedly into my butt as he drove in fast and hard. The only thing that mattered was that I pleased him and Master by making him cum deep in my ass. I was concentrating so hard on making him cum that my orgasm hit me out of the blue. My empty cunt clenched. I slammed back into him as hard as I could, and I screamed. As it faded to ripples running up and down my cunt, I noticed that he was still buried deep in my ass, but had stopped fucking me. I found out later he thought he had damaged me. So, I took the initiative and started fucking his cock with my ass. It only took me rocking back and forth on his cock a couple times before he resumed fucking me hard and fast. He didn’t last long before he drove in deep and hard, and I felt the pulses as his cock unloaded in me. He said later that feeling the ripples in my cunt through the thin membrane finally pushed him over.
He grabbed my hips and drove me down flat on my stomach, still buried deep in my ass. He kissed my neck and nibbled on my ears. He again called me a “Good girl,” and better yet said “Your master must be very proud of you, that was amazing.”
His words only added to the post orgasmic glow that warmed my whole body. His laying on top of me with his cock still filling my ass only added to the warmth I was feeling. But as the orgasm glow faded and he started working his softening cock in and out of my raw, abused, and stretched ass, the pain and discomfort started to return.
He pulled out of my ass, leaving me with an empty feeling, then he pushed the plug back in my ass, and held it there until my gaping ass was able to close enough to hold it in place. He smacked my butt hard and said, “I’ll tell your master what a good girl you were. I’m going to check to see how my slut’s training is coming along.”
I was exhausted. I just laid there trying to balance the warm satisfied feeling and the deep, intense pain in my ass. The question of whether I wanted this was dismissed quickly, I wanted to be owned, and Master had shown that he owned me by giving me away. I was his if he still wanted me at the end of the week. I had to prove that every way I could.
I was about to get up when Nancy came in and flopped down on the bed beside me. She was still crying, her eyes red, her face puffy, her lips trembling. I immediately hugged her and pulled her tight to me. As I caressed her, I discovered that her butt was bright red, warm to the touch and crisscrossed with stripes from crops and canes. As I held her, her breathing returned to normal, and she was soon asleep in my arms. I apparently fell asleep too as Master came and woke us up for dinner with a sharp slap on each of our butts. We both crawled behind him down to the dining room.
We were somewhat surprised to see table settings for both of us, instead of the normal bowls on the floor. Mine was on Master’s right and Nancy’s on his left. I guess I should not have been so surprised to again find a rather large, lubed dildo in the middle of my chair and from Nancy’s reaction she had one also. After serving Master’s friend, my cunt had no problem adjusting to the larger dildo. Nancy on the other hand, didn’t seem to be able to get comfortable between the dildo and he obviously still sore and tender butt. She seemed to be constantly shifting from butt cheek to butt cheek trying to find the most comfortable. Master finally told her to sit still. She tried, but still fidgeted a bit, I saw a smile in the corner of Master’s lips.
After dinner Maser clipped a leash onto my collar and I crawled behind him to his study. He told me to keep constant eye contact as he spoke to me. As I sucked his cock and kept constant eye contact, he told me that I was doing very well and that he was quite pleased with my submission. His friend had given him a glowing report about our session. Just the memory of it sent a twinge up my still very tender and raw ass.
Master then told me, “After breakfast you are to go up to the cottage. A friend will be there to test and enjoy you, obey as you would me. You will be sent back to me when they are done with you.”
I had a million questions, but no permission to speak and a mouthful of Master’s cock. Master did not request or seek my acknowledgement or agreement. He took a double handful of my hair and started slowly fucking my throat. I caught breaths when I could until Master pulled back and filled my mouth with his cum. I showed him his gift and was told to swallow, before Master returned to my mouth to be cleaned, finishing by drying it with my hair.
“You and sister go shower, be clean inside and out. Both are in my bed tonight.” Were Master’s instructions as he rose to leave.
Nancy was lying on her stomach in our bedroom when I crawled there. I told her what Master said and she groaned as she got up off the bed and followed me into the bathroom. We showered together, did each other’s enema and douche’. Gobs of cum came out of my ass with the enema so she had to repeat it, to be sure. We put on matching babydolls without panties and went in and laid down on Master’s bed.
Nancy asked how it was with Master’s friend, and I just groaned. Nancy smiled and assured me my ass would start to feel normal again in a day or so. She explained that the friend’s slave was a brat who didn’t care if she was disciplined but was sensitive to causing others pain. So, whenever she was disobedient or slow to respond Master punished both of them. She said it eventually got through to the slave that obedience was more rewarding and less painful, but Nancy didn’t think that would last long.
Master crawled into bed between us. He pulled us tight, each with our heads on his shoulder. I reached for his cock and found Nancy’s hand, so reached down and started cradling and caressing his balls. Master sighed, and soon was snoring softly. I reached over and caressed Nancy, before also falling asleep.
Sometime during the night, I became semi awake as Master moved. I became fully awake when he moved between my legs, pushed my knees up to my tits and started to slowly fuck me. Still being mostly asleep it took a bit for my body to start to react to the unaccustomed slow gentle fuck. Ripples started running up and down my cunt and then it clenched hard on Master’s cock, eliciting a rewarding moan from him as he drove in deep and came deep in me.
He collapsed down on me, gently kissed me and then rolled off and was almost immediately softly snoring again. I leaned down and cleaned his cock before snuggling up against his side and went back to very contented sleep.
I woke up to the movement of the bed and moans from Nancy. My eyes opened to the sight of Master on Nancy’s back fucking her ass. Her butt was still red and covered with stripes and every time that Master’s hips landed on her butt she was moaning loudly. Master was not being slow or gentle as he was working fast and deep in her ass, disregarding the pain he was causing her abused butt. Her face reflected the mixture of pleasure and pain, as she told me later balancing the exquisite pleasure of Master fucking her ass against the absolute pain of his hips pounding her stripped and abused butt.
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