No sooner had she said this when I felt the tip of her strap-on at my back door. Initially she just eased it slowly in an inch or two and then backed off. Regardless, my virgin hole was trying to resist her entry at any level.
“Relax,” she warned, as she moved in and out a couple more times slowly. I took a deep breath and did my best not to clinch. She must have sensed this and started work her way further in. At some point she went from resting her hands on my back to holding them firmly on my hips. She used this leverage to pick up the pace and thrust harder and faster. After a few minutes she was pounding into me hard enough that every thrust forced a grunt from my lips.
“Oh ya, that’s it,” she barked. “You like that, don’t you!”
“Yes, mistress,” I stammered. I thought I better be safe than sorry and answer even if the question was not meant to be answered.
A few seconds later her grunting and moaning masked mine. Either she was really getting into this or that strap-on was engineered for her pleasure as well. The latter ended up being true.
Over the next couple minutes she really started slamming into me. I was gripping the sheets on the bed as best I could and my eyes began to well up. By now she was thoroughly enjoying herself. It only took a few more thrusts until her orgasm hit its highest point and she could push her self no further. As she reached that edge she collapsed on top of me as she worked to catch her breath.
After a few minutes had passed, she rolled off of me and waved for the girls to move on. It was at this point I realized only Christy and Angie had remained in the room. I had no idea when Kim had snuck out.
As they pulled me to my feet I realized my legs hard turned to gelatin. I actually had to work pretty hard to steady myself. It was at this same time that they realized I had a raging erection. In fact a bit of pre-come had formed on the head of my penis.
At that moment Angie looked over and saw the small wet spot I had left on her pillow. “You bastard,” she screamed. Without even a thought she slapped my erection as hard as she could.
I dropped to my knees in pain and Angie proceeded to hit me. After a few slaps to the head Christy compelled her to stop and they pulled me to my feet again and led me to my room.
Upon entering the room I found Kim lounging on my bed. She was completely naked save the flesh colored strap-on between her legs.
“I think I am going to like this,” she said with a smile as she stroked her member. Then she sat up on the bed and spread her legs while motioning with her finger for me to come hither.
I hesitated but a moment and the two other gave me a push. Stumbling on to the bed I kneeled between her legs took what I knew was coming. As she pushed my head down I opened my lips to engage her cock. She must have been satisfied with my effort and soon removed her hand from the back of my head and sat back to watch as I bobbed up and down on her flesh colored-strap-on.
“I chose this room,” she began, “because this is where you watched me. This is where you disgustingly watched me pleasure myself. This is where you went from being Angie’s cute little brother to a perverted peeping Tom.” She stopped for a moment grabbed the hair at the back of my head and pulled it so that my eyes were locked with hers, “And this is where you go from being a young man to sniveling whore. Now beg me to fuck you.”
“Please fuck me, Mistress,” I mumbled.
“You will have to do better than that,” she barked and slapped my face.
“Please fuck me, Mistress,” I blurted.
“Show some originality,” she countered and pushed me away.
Angie and Christy took the end of the ropes and tied them to my headboard as Kim took position behind me and grabbed my balls firmly.
I gulped deeply. I did not want to bring anything more on me than had already been determined. “I am begging you Mistress Kimberly; I need so desperately to be fucked by you. Please, please, fuck my ass and make me the whore I am.”
Kim was not sure what to say, but she released my testicles and crawled up behind me. Then she added a little more lube to my hole and pressed her member to meet it. “Since you asked so nicely,” she finally responded, whispering in my ear. Then she pushed her ‘cock’ into me slowly but completely. It was not as long as Cindy’s had been, but it was at least another inch around.
Rather than taking things hard and fast, she chose to take things a bit slower, but with every thrust she pushed it as far as she could. Slowly she picked up some speed, but she never wavered from going all the way. By the time she had found a steady pace we were both moaning together. I had my hands wrapped around the bars of my head board and was pushing back to meet her ever motion. A few seconds later she was crying out in orgasm and stopped abruptly. Had she gone another thirty second I would have been there with her. My cock was now leaking steadily.
After she took a minute or two to recover she got up and left. I was left alone tied face down to my bed. I took those few minutes to recover myself. Even though the experience was unexpectedly turning me on, once I started to cool down I could really feel the pain.
Only a couple more minutes passed from the time Kim left the room before Christy came in. From the second she climbed on the bed, I could tell she was really getting into this. “You’re gonna be my little bitch,” she crowed as she sat down on my back and reached around my neck to fasten a dog collar in place. Once she had it fastened she attached a leash and then untied my hands.
“Let’s go!” she commanded as she jerked the leash and motioned me onto the floor. Once I climbed off she led me crawling back down stairs and into the living room. If at any time she felt I was moving too slowly she would slap my bare bottom with the end of a riding crop. I could not be sure where she got it, but I felt pretty confident I could thank Cindy later. It stung much worse than the paddle from earlier and I am sure I would have a welt or two to remember this by.
Finally we reached the living room where she instructed me to stand and then bent me over the arm of the couch. She wasted no time getting things going and was squirting some lube on my asshole before I even realized she was ready. Only seconds passed before I felt her strap-on perched at my hole. “I have a feeling I am really going to enjoy this,” she cooed as she grasped the leash tight in her hand and pushed her strap-on into me.
After the first few thrusts I got the feeling she was having a tough time finding a rhythm. In her frustration she released then end of the leash and ordered me not to move. In the same motion she pushed my head down with her left hand while wrapping her right arm around my waist. This must have given her all the leverage she needed and she was soon going to town.
Through her moaning and gasping I heard a familiar ‘click’ followed by the echoing sound of her thrusting and grunting coming through the television to my left. I turned my head to see what was going on and was met with a horrific sight. As if it were not enough to be made to endure the things I had been made to endure; now I was watching it happen as it was happening from an enlightening perspective. There on the screen before me I saw the utterly humiliating position I was in as well as the horrendously dominating position Christy was in over me.
The affect this revelation had on me was to cause my semi-erect cock to dwindle into practical nonexistence. Even the sight of her large naked breasts bouncing vigorously was no consolation. At the same time Christy really got off on her role as a dominatrix and starting giving it to me harder and harder while driving herself closer and closer to orgasm until she began screaming like a banshee.
As she collapsed in exhaustion on top of me she kissed me on the cheek and took a few deep breaths. Eventually she pushed herself off, squeezed my ass, and whispered in my ear, “You were the best I’ve ever had.” Then she slapped my butt and added, “Bitch!”
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