Are you playing with yourself?!”
Fuck! I thought as I quickly pulled my hands away from my clit, grateful sleeping naked was a requirement, panties would have made my retreating hand obvious in this moment. Something I very much did not need.
What?” I asked Sir as innocently as possible, trying to for my best puppy dog eyes. On most me my eyes were kryptonite. Sir knew better though.
“You were toughing yourself, weren’t you?” Sir charged again ripping the thin blanket from the bed we share.
I could feel the wetness between my legs and was certain Sir would be able to see my dripping pussy from where he stood. There was no point in lying, but I would not outright admit it either. It had been days of him edging me, over and over hitting that peak, ready to fall into the abyss only to be pulled back by Sir.
It had been an equally delicious and excruciating as all good punishments should be. The need coursing through my veins had become unbearable. I had been barely able to think at work, instead focused only on my throbbing clit, soaking pussy and gloriously stretched asshole, currently filled with a hidden plug for bed.
Without waiting for another denial Sir unceremoniously shoved two fingers into my slick folds. I cried out in pleasure and instantly I knew my error.
“Not only are you trying to make yourself cum, without permission, you have the audacity to take pleasure from me?!” Sir demanded. “Again, without permission.”
“It was an accident” I trembled, from fear or anticipation of the punishment to come I could not say.
“Would that be moaning at my touch or trying to make yourself cum” The accusation was clear, touching myself was a choice, not an accident, one I was about to pay dearly for.
“I’m sorry” without warning Sir’s palm connected with my clit, leaving a sharp sting where his hand had just been, effectively cutting off any argument.
“I’m sorry, what? You seem to have forgotten your place Pet.”
“I’m sorry Sir. I could not stand it any longer. It has been five days. And each day you make me hotter and hotter, how am I supposed to resist.” I was not lying as I spoke. Each day each of the elements of my punishment escalated. The most shocking started on the first day of my punishment, when Sir swapped out my daily butt plug for one of the bigger, heavier ones, so I could not forget about it through out the day. This has continued each morning, Sir replacing the current plug with a slightly bigger, heavier one. At this rate, if Sir keeps it up, I am going to end up with a six-inch plug in my ass, and soon. Something I wasn’t sure I prepared for.
“It is my job to ensure you follow the rules Pet?”
I wanted to look away, my face hot with shame but I knew it would only result in more punishment. “No Sir, your job is to make the rules, and my job is to make sure I follow them. Any decision not to is just that, my decision.”
“Very good my Pet, maybe not all is lost just yet.” His smile was warm and reassuring but I knew not to trust it. Behind his charming, good looks was a man who got his pleasure by taking it from others. “It’s not my job hold your hand while you follow the rules. It is my job to inflict quick and trough justice when you disobey the rules.”
Standing to his full six-foot three frame Sir reached for my hand. Obediently I took it, head down as was required in these moments, following Sir silently as we walked to our playroom. I took his silence as a bad omen. A very bad omen. Whatever fantasy we were about to live out was going to be intense.
I was already being punished, almost a week of Edging with no orgasms in sight, I hadn’t even been able to finish myself off before Sir caught me. The punishments for breaking an existing punishment tended to leave me unable to think clearly or move properly for days. For this reason, Sir usually reserved for weekends, letting the anticipation add to the thrill.
As if reading my mind Sir lifted my chin so I could look him in the eyes as he spoke. “Don’t worry Pet, we won’t be going into the office for the rest of the week. I’ll send an email to our assistants once I have you positioned just how I want.” Owning our own business together had its perks, like taking unexpected time off. At the moment, however, I wished I had someone other than Sir to answer too.
“Is that necessary Sir?” I asked, letting the tremble slip into my voice. Not because I was truly afraid, but because the possibilities were to hard to ignore
Ignoring my question Sir ordered “Go lie on the bed Pet, tits up, legs spread arms over head.”
With one final pleading look I made my way to the bed.
Inspired by the fun to come I let me inner brat out, grabbing both my ass cheeks, spreading my cheeks, exposing my plug before letting my cheeks fall back into place effectively hiding the base. I dared a glimpse back at him, his eyes were dark pools filled with need, his face a mask of harsh lines and thin lips, a silent promise that he was up for my usual games.
Positioning myself on the bed as ordered Sir stopped me with my arms mid air. “Actually pet, I want your hands useful for now, spread your pussy lips open and let me see that beautiful clit” Sir told me,
Things low in my belly tightened at the sight, my pussy getting impossibly wetter at the thought if what was to come. “Under no circumstances are you to let those beautiful lips go.”
Source: reddit.com/r/eroticliterature/comments/ofmsv9/guilty_pleasures_part_1_mf_anal_buttplug