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I slept soundly and awoke sore but refreshed and excited for the day. Sir seemed equally excited and with a definite enthusiasm for what lay ahead. I was also desperate to finally get some sexual relief.
After my morning kiss, Sir then took some time to examine the welts on my bottom and ensure I was properly taking care of them. Once he pronounced them acceptable, I was allowed to shower and get dressed in “whatever I chose as it will be coming off shortly anyway.” I stopped myself from rolling my eyes as he delivered this amusing anecdote.
I did as I was told and then arrived at his study at the agreed time. “Wait there,” he called when I knocked.
He stepped out into the corridor and stood facing me. “I am proud of you. You took your punishment well and demonstrated the importance of thanking Sir. You have also learnt the necessity of refraining from touching yourself without permission, which is a skill I will expect you to demonstrate going forward.”
“Yes, Sir,” I uttered obediently.
“Thank you,” he nodded. “Now, today’s task is a continuation of that. It is about completely accepting that Sir knows what is best for your body and your desires. You task is simple; you just need to answer Yes Please Sir to my suggestions. You will then have a very pleasurable time. Does that make sense?”
“Yes, Sir. Thank you, Sir.” My body thrilled with excitement and hungry need for stimulation.
“Very good. Now we shall venture inside, and you can see your little Christmas surprise.”
He took my hand and led me into the study. In the middle of the room was…. I’m not even sure how to describe it… A bench but with a complex set of apparatus.
Sir could sense my slight confusion. “Just remember, all you need to do is say Yes Please Sir.”
We moved forward and he instructed me to remove my clothing and then lay face down on the bench.
I did so. The main panel supporting my torso, with arms rests in front, making it comfortable for me to lie on.
“I would view this initial period of time as a ‘fitting’, a bit like a dress fitting, so we can ensure everything is perfectly sized and positioned for you.”
I felt deliciously excited by this prospect.
Firstly, Sir adjusted the position of my upper body slightly and I realised there were two holes in the bench for my breasts to hang down through. He then moved two pumps into place, one over each breast.
“It is important we get the tension just right,” he explained. “I want you to tell me when it tugs just hard enough that the pleasure threatens to turn to pain but does not properly hurt.”
“Yes Sir.”
He pressed a button, and my right breast was sucked downwards by the pump. I know I have a particular trait where I like to prove I can handle things. So, I let the pump suck a little further than how he had defined, the pain just starting, rather than only threatening, before I told him to stop. He repeated for my left breast, and I did the same again. He then pressed a button and smiled, “Perfect, that setting is confirmed.” The machine then fully released my breasts.
Next, he moved between my legs. The bench had a spreader attached, which he slipped in between my pussy lips so they were held wide apart.
Then he revealed another hole in the bench, the perfect size for a wand. He pushed it up through the hole and pulled a lever on the bench to adjust its length, to ensure the wand was nestled firmly against my clit.
Sir working on all these things; adjusting them and positioning them. It was a huge turn on for me and I could feel my body becoming more and more aroused.
Then he turned his attention to my pussy. “We have a selection of dildo sizes,” he explained. “We need to decide which is the perfect fit.”
He applied lube to each one in turn and questioned me on how full it made me feel. We ended up agreeing on one that was one size up from how he told me it should feel, but I secretly wanted that extra stretch.
I waited while he attached that to the machine behind me and ensured the height was perfect so it could pump in and out of me. I was so needy to feel it inside me again.
Finally, he inserted an inflatable butt plug into my rear opening. He pressed the button and each time it grew a little bigger. Each time he asked me if that was sufficient. You know what I did, I don’t need to tell you. One pump further than I should have. It felt gorgeously filling.
“Very good,” he summarised as he looked down at me.
Then he placed a metal ball in each of my hands. “If you need me to stop, and for any reason you mouth is unable to speak,” he smirked, “then drop one or both of these balls.”
I nodded.
“Drop one by accident or just because you want a break, and you will be punished – and probably on your already tortured bottom. Today is all about me knowing what is best for your body. Not you. Is that clear?”
“Yes Sir.”
“Good girl,” he stroked my hair. “Your role is just to say Yes Please Sir.”
“Yes, Please Sir,” I mimicked.
He raised an eyebrow at me, and his hand gently tapped my behind. It flamed the tenderness, and I knew I needed to do anything to prevent further punishment.
“Shall we begin?”
“Yes, Please Sir,” I replied, genuinely excited.
He pressed a button and the wand against my clit sprung into action, vibrating vigorously. It felt amazing. After so many days of denial, it was just what I need.
The spreader and the positioning of the wand made it incredibly intense and before long I could feel my climax building. I looked up at Sir questioningly. He smiled, “You do not need to ask for permission to cum today, you have earnt these orgasms.”
I let myself go and delicious waves of pleasure rippled through me. He paused the wand and kissed my mouth.
Unzipping his trousers, he brought his cock to me and let me start to suck. At the same time, he ignited the breasts pumps. The pump sucked on one and then the other, the pressure alternating but constantly stimulating one. The setting I had chosen caused a gorgeous frisson of pain each time, tiptoeing on that pleasure-pain tightrope. It was a heady combination.
“Would you like another orgasm?”
He pulled his slobbery cock from my mouth. “Yes Please, Sir.”
The wand buzzed into actioned as the pump continued stimulating my nipples. Another wonderful climax flooded me.
This time he did not stop the wand. Instead, he just turned on the dildo machine. It started to thrust in and out of me, long, deep strokes. I realised I had not considered the combination of the larger dildo and the extra inflation of the butt plug. The two together made me feel completely stretched and filled.
“Ready for another orgasm?”
“Yes Please, Sir,” I responded hungrily. My body jerked as an intense climax engulfed me.
There was not a moment for me to recover. The wand buzzed excitedly against my exposed clit, the large dildo pumped in and out, a mechanism above regularly dripping lube back over it, the inflated plug kept my butt completely filled and the pumps stimulated my nipples, tugging at them over and over. It was glorious, but already it threatened to be too much.
Sir grabbed a handful of my hair and pushed his cock back into my mouth. He pumped in time with the dildo machine. I felt so intensely used and I loved that feeling.
I gagged as he pushed into my throat and the dildo drilled into my pussy. The stimulation on my nipples and clit unrelenting. My body bucked once, twice, three times with multiple orgasms coming one on top of the other.
“You are a lucky girl,” Sir smirked. “I know how much you wanted to be pleasured.”
My body sagged against the bench as another orgasm stormed through me.
“I sense it is a little too much for you,” Sir asked provocatively. He paused the clit vibe and nipple pumps. “Would you like the dildo to continue?”
I wanted to beg him to pause it just for a minute or two, but I also knew there was only one correct answer. “Yes Please, Sir.”
“Good girl.”
More lube dribbled onto it, and he turned it up one setting. It thrust deeper and faster into my aching pussy. My body arched and climaxed again.
He rubbed his slobbery cock across my cheeks and then pushed back into my mouth again. “Suck me.”
I tried to garble “Yes Please, Sir” around a mouthful of cock. He fucked my mouth while the machine fucked my pussy.
His rhythm increased and his moans intensified. He pulled out briefly. “Do you want a throatful of my cum?”
“Yes Please, Sir.”
He thrust back in, even deeper than before. I gagged as he hit the back of my throat, and he held me there as he pumped his thick seed down my throat.
As he pulled out, he took in the sight of me, my eyes wet with tears. “My good girl.”
He wiped his cock across my face again.
“Does my good girl want more orgasms?”
The answer was no. My body was done. Completely over-stimulated. “Yes Please, Sir,” I replied.
A flick on his wrist and the clit wand and breast pumps began again, even more aggressively than before. The dildo continued to thrust hard and deep.
The sensations were driving me wild. Orgasm after orgasm ripped through me. I was sobbing and screaming.
Suddenly everything stopped. The relief was unbelievable. My body unable to take any more.
He shifted position and look me directly in the eye.
“One more orgasm?”
We both knew it was a challenge. Both knew what I wanted to say.
I paused.
“Who knows best what your body wants?”
I steadied myself. “You do Sir.”
“So, I ask again, one more orgasm? I do think it is what you need. I suspect you are now wishing you had realised Sir also knew best when he told you how intense or large the apparatus should feel when we were fitting this for you. And not tried to be a show off size queen,” he smirked.
“Yes Please, Sir,” I managed apprehensively as his words sank in.
“Very good.”
With that everything started again. Harder, faster, more intense. The sensations painful on my over-aroused body. I felt myself fighting against the orgasm, trying to stop it. But the stimulations were too much.
I could hear my cries filling the room; guttural, animalistic as my body felt like it was shattering into a thousand pieces, each one a shard of pleasure and pain.
He drove me on, letting that single orgasm turn into multiple ones coming thick and fast together.
And then finally everything stopped. My body collapsing against the bench.
Sir moved carefully around me, removing each of the stimulants and releasing my body. He helped me off the bench and pulled me onto his lap on the chair. I curled into him.
His hands moved over me, gently caressing. Soothingly, he whispered “Good girl.”
“You must feel like such a lucky girl for getting so much pleasure?” he smirked.
“Yes Sir.” It was all I had the energy to mutter.