I love the vulnerability displayed before me. Her exposure is exciting. A tug on the tail of her hair, along with a simple instruction.
“Relax”
“Yes Sir.”
I grabbed the bamboo paddle. I gently felt the hard weight of it. Slowly running my hand along its it’s length. Allowing her to see it. Allowing her to build her excitement. Allowing her to accept her place.
I walked around to her exposed backside, then began to work. A smack on one cheek, then the other, alternating through 5 deliberate hits, bringing her ass to a rosy red glow.
Once satisfied, I grabbed a small plug.
Her excitement apparent, the wet panties and arousal running down the insides of her thighs. I pulled her panties aside, exposing her her wet cunt and ass.
Without warning, I inserted the plug into her pussy. No doubt the cold sensation causing a temporary recoil. It did not deter my task. I twisted the plug around, pulling it and out as her lips gripped to to it.
“What is this?”
“It’s your pussy, Sir.”
“What is its purpose?”
“Whatever you desire, Sir”
Once saturated, I removed the plug from her pussy, and began to insert it in her ass. Slowly, being sure that she feels the crest of the plug, giving her a moment to accommodate to the intrusion. With the maximum girth of the plug stretching out her hole, I slowly removed most of it, then repeated the process, giving her tight asshole a workout before completely inserting the plug.
I could hear her grunt through the intrusion. Grabbing a handful of hair, I simply instructed her, “Relax. You’ll soon be able to accommodate it.”
“Yes Sir. I’ll be ready soon”.
With that, I shackled her wrists to her ankles, in a quasi doggy position. The rope work tying these together passed my modest inspection. Enough slack to allow blood flow, but restrictive enough to prevent much movement. In an effort to keep her from closing up during orgasm, a final touch was added, a spreader bar across her thighs. Now we were ready to begin.
After a moment, I grabbed a handful of hair to pull her head up and back, as she moaned, I placed the bar gag between her lips and quickly fastened it. I set it deep, and it began to perform its job quickly. Only allowing her to moan while the drool started to pool at the corners of her mouth.
Circling back around to that beautiful ass, I noticed the pool underneath her. She was dripping steadily onto the bed and sheets, saturating the spot under her. Being used, submitting, being dominated, these are the things that drive her. I intended to accommodate that desire.
I started to slowly tease her with the riding crop. Starting at her neckline, tracing her spine, and gently gliding over her ass cheeks. The stimulation and the anticipation did its job, she fought moving, but ever so slightly she gave me a response to the touch. I continued to trace her, down the backside of her thighs, her calves, and onto her feet before I continued to move up, back to her thighs and her now dripping cunt.
Without further warning, I gave her pussy three small slaps, enticing her further into her trance. I placed the crop at her throat, then inserted my fingers into her. Only 1 at first, then a few moments later, two, then three, until I was fingering her with vigor. Noticibly, she was enjoying the stimulation. Doing everything she could to rock to the rhythm that was penetrating her. As she neared peak, just before her orgasm hit, I pulled away. Removing the crop from her, I again gave her 3 slaps on her pussy.
“What is the rule?”
“I do not cum without permission, Sir” she mumbled through her gag.
“You were close. I didn’t hear you ask. Why?”
“I can hold Sir.” she again distorted.
“We shall see.”
With that, I circled back around and examined my tools, my toy chest. Trying to determing the next course of action. I intended to test her a bit. I settled on a new plug. Upgrading her intrusion from a small diameter, to a medium. Again, I lubed the plug with her own moisture. Slowly inserting it inside her. Taking a moment to utilize the plug as a dildo. Then, I massaged her clit for a moment, after a few strokes, I turned on the vibrating plug, sending waves of stimulation through her. She moaned, clearly enjoying this. A few moments later, I turned it off,determining it to be adequately lubricated, and placed it in her now gaping ass. This time, I turned it on and let it run.
I reached back into my bag and pulled out the wand. I turned it on and began to massage her with it. She steadily dripped onto the bulb head and my hand. Placing her head down with pleasure and I continued to masturbate her. I pulled away and vigorously rubbed her clit with my hand as she ejaculated all over the bed and sheets, soaking them with her discharge.
Again, I repeated, “The rule?”
She continued to writhe and begged through the gag, “May, I cum, Sir? Please let me cum!”
My instruction was simple, “Hold”.
Hold she did. I watched her flush. Her lips inflamed as she neared total loss of control. Pushing her open. I moved the wand head from her clit and penetrated her now swollen pussy with it. I angled the wand in and out of her as I used my free hand to massage her clit. She was clearly losing the ability to hold back, bucking with the movements.
“Cum for me”
With that simple instruction, she release the floodgates. The wand, dripped with her as I removed it and placed it on her clit. Instinctively, she attempted to close her legs, but the spreader impeded her and I continued to assault her through her all encompassing orgasm.
Once she subsided, I stopped the stimulation and removed her plug. Preparing her for my release that was yet to come…
Source: reddit.com/r/eroticliterature/comments/ob430g/conditioning