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"A true story about Sir drilling and filling my ass."

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Sir is busy working in his home office when I enter. Holding up a box labeled 'Backdoor,' I excitedly say, "Look what I've got!”

It's an anal comfort spray that promises to make anal painless for a few minutes, which is a perfect solution for me because I always struggled at first but was fine once I relaxed enough.

He carefully examines the box, reading the label. "Throw it in the trash."

"But why?" I whine.

"Pain is our ally. It reveals your limits, allowing me to set the pace."

"But–"

"No buts," he says firmly. "I don't want to rip you.”

"Hmm." 

"Do you want to end up at the ER and have a surgeon stitch up your torn anal muscles?"

"No," I say quietly, realizing he's right. 

"Now be a good girl and do your daily anal training," he says sternly.

"Yes, Sir."

I hurry to the bathroom, my heart racing as I hide the spray in the drawer—just in case—before I strip off my clothes. Turning on the shower, I step beneath the warm water and retrieve the anal douche.

Closing my eyes, I feel the water cascading down my body as I carefully insert the nozzle into my anus. As I release the water, I can feel the pressure building up inside me. It's uncomfortable at first, but I know it's necessary. I breathe deeply and relax my muscles while ensuring thorough cleansing.

Once I finish the process, I turn off the shower and dry myself off. I walk into the bedroom and search for my medium-sized metallic buttplug. As I search through the drawer, my eyes catch a glimmer of silver. I retrieve the plug and apply a generous amount of lube to it, ensuring I cover the entire surface. Then, I lie down on the bed and slowly insert it, feeling a delicious fullness as it slides in with ease.

It wasn't always this simple, and it was painful. I had to start with a smaller version and work my way up to this size gradually. I now enjoy the sensation of being stretched and filled, even if I still can't fit in the larger size that has the same girth as Sir's erect member. However, the medium size stretches me enough to prepare me for his cock. With the plug in place, I return to Sir's home office.

He looks up from his desk, a knowing smile on his lips as he takes in my naked curves. "Do you have it in?"

"Yes."

I turn around, spreading my cheeks with both hands to give him a clear view of the blue jeweled plug nestled snugly between them. His eyes darken with desire as he admires the sight, and I can feel myself growing wet.

"Good girl."

He leans back in his chair and unzips his pants, releasing his hardening length.

"Come here and get your reward." 

Our eyes lock in a heated gaze as I slowly make my way towards him while he strokes his cock.

"Sit on my lap," he commands.

I eagerly complied, carefully straddling him with my small hands on his broad shoulders. His strong hands grip my waist, positioning me so that the precum-leaking tip rests against my heated core. My breath hitches as his throbbing erection enters my drenched softness, stretching me to my limits, and I lower my hips, welcoming every inch of his hardness, the plug in my tight backdoor adding an extra layer of pleasure.

 As I grind against him, my body writhes in ecstasy, and the sensation of being filled from both ends intensifies, driving me wild with insatiable need. His grip on my hips tightens, his fingers digging into my flesh and guiding my hips to meet his with each powerful thrust, leaving me delirious with unbridled lust for more of his intoxicating dominance. Each of my movements invites him to claim me and strip away any semblance of control until we both succumb to a primal frenzy of desire.

 "How about we put your practice to the test?" he suggests with a devilish grin.

 My body is filled with a rush of desire mixed with apprehension. The pleasure of anal sex, although intense, is always tinged with pain. However, after penetration and the first few thrusts, the discomfort dissipates, giving way to an all-consuming euphoria.

 I nod, my lips curling into a seductive smile. "Yes."

 "Let's go to the bedroom."

 As I get up, his cock slides out with a slick, satisfying noise. Sir rises to his feet, peeling off his T-shirt, and then strips off his pants and boxers in one swift motion, revealing a beautiful sight of his glistening shaft covered in my nectar. With a hungry look in his eyes, he takes my hand and leads me into the bedroom. He turns on the light because he likes to see every detail of my body.

"Get on all fours," he commands.

Obediently, I ascend onto the bed and assume the position on my hands and knees. He stands behind me and playfully smacks my left buttcheek, causing a slight burning sensation. As his rough hands grip my round, juicy buttocks, my heart skips a beat. With a possessive tug, he spreads my cheeks wide open, exposing the plug nestled tightly within my taboo hole. 

His eyes greedily drink in the sight of that small toy stretching my sensitive rosebud. My breath hitches, and I can't help but squirm under his intense gaze, feeling completely exposed and incredibly turned on.

Slowly, he traces his fingertips along my butt crack, all the way down to the base of the plug. He tugs at the base as if testing how firmly it's lodged inside of me. Then he starts to tease and play with it, pulling it out a little, only to slide it back in. Each gentle pull sends tingles of pleasure through my body, and every thrust makes me moan louder.

"Please…"

"What does my little slut want?" I can hear his amusement in his voice, and the brat in me wants to lash out with a snarky remark, but I'm too horny.

"Please fuck my ass."

His chuckle fills the air. "Oh, I intend to."

I can feel the intense emptiness that follows as he skillfully removes the buttplug. My longing is short-lived, however, as his two fingers quickly replace the sensation of emptiness. With each expertly placed thrust, his probing digits delve deeper into my eager and responsive hole, bringing a rush of pleasure unlike any other.

"Such a tight little hole," he murmurs.

 A third finger slips inside me, stretching me out and filling me to the brim. I can't help but moan as the sensation intensifies. His other hand explores between my thighs, his fingers expertly brushing against my throbbing clit before plunging into my slick heat. With his palm pressed against my pulsing bud, pleasure radiates through my body like an electric shock. My moans grow louder as I surrender to the incredible sensations, my back arching in pure ecstasy.

"So, my slut wants to get fucked in the ass?"

"Yes!"

"Yes, what?"

"Yes, Sir! Please fuck my ass, Sir." I let out a sound that's part wince, part moan, saturated with desperation and need.

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He withdraws his fingers, and I glance back at him. A stinging slap lands crisply on my left cheek.

"Did I tell you that you could move?" His voice is stern and authoritative.

"No, Sir," I reply, lowering my gaze to the sheet.

 The rustle of drawers opening and closing fills the air as he moves around the bedroom. What is he searching for? I anticipate his next move, my senses acutely heightened.

With enticing slowness, he places lube and my favorite pink vibrator on the bed. My heart is racing in time with his deliberate movements, and I can't help but tremble with excitement. He waits for a moment, leaving me in suspense.

My breath catches in my throat as I watch him reach for the lube, knowing exactly what he intends to do with it. With every drop that falls onto my skin and slides down my cleft, a shiver runs through me. His fingers trace delicate patterns as he takes his time spreading it over my forbidden hole. The coolness of the lube makes me shiver, and I feel myself getting wetter with each stroke. I arch my back towards him in need, begging for more, and without hesitation, he pushes his slick fingers inside me, stuffing my tight passage with lube.

His fingers slowly withdraw from my body, and the bottle of lube falls onto the rumpled sheets. As I feel his bulbous head press against my delicate rosebud, prepared to elevate my pleasure to a higher plane, I groan. He's going bareback because he doesn't like the barrier of a condom between us, and I enjoy feeling his hot liquid release deep inside me, marking me as his own.

His muscular hands grasp my hips with a firm grip, and he eases himself inside of me with a slow and steady motion, giving my body time to adjust to his impressive size. My tight hole encircles him, gulping his shaft until he is halfway inside of me.

"Breathe," he whispers, and I instantly obey.

 Slowly, he presses further until I feel every inch of him stretching my taboo hole to the limit. He takes his time, holding himself deep inside and giving my muscles time to adjust before slowly moving in and out. With each thrust, I can feel myself losing control.

 "Touch yourself," he demands, and without hesitation, my fingers find their way to my aching clit.

I moan at the sensation of his warm breath against my neck as he continues to dive deeper into me, and my hand feverishly strokes my swollen bud in rhythm with his thrusts.

"Use the vibrator," he commands.

I grab the vibrator, turn it on, and press it against my sensitive nub. The combination of his deep penetration from behind and the powerful buzz against my button sends jolts of pleasure through me. His palm presses against my upper back, and I lower myself onto the bed, arching my back to meet his every thrust. My cheek presses against the cool sheets as my moans grow louder, my nectar flowing freely and making a puddle of desire beneath me. 

 "Push it in."

I crave the exhilarating sensation of plunging the vibrator deep into my throbbing, needy pussy, but as his engorged cock fills my tight entrance, I am met with gratifying resistance. Sir comes to a halt, completely immersed in my forbidden passage, while I insert the vibrator into my slick folds all the way to the hilt.

His hips start moving in a steady rhythm, and the sensation of having both of my holes filled sends waves of pleasure coursing through my body. The combination of the vibrator's constant buzzing and Sir's deep, powerful thrusts drive me to the brink of ecstasy.

"Are you okay?"

"Yes! Don't stop, please," I moan.

"Fuck yourself with the vibrator and rub your clit."

I obey his command, gripping the vibrator tightly and sliding it in and out of me while using my other hand to circle my pearl. The intense pleasure builds within me, pushing me closer and closer to the edge as I follow his instructions like a good girl.

The intense need for a release becomes overwhelming, and my muscles shake with anticipation. I feel my backdoor loosen its grip as it surrenders to his forceful penetrations without any resistance.

"Oh, shit! I'm fucking your ass like it's your pussy."

 I feel it! I love it! Don't stop!

As I close my eyes, I can feel his throbbing length effortlessly slipping in and out of my tight backdoor with a seamless rhythm. The buzzing vibrator in my hand imitates another lover's cock as it plunges deep into my dripping sex. My fingers dance across my pulsating bud, increasing the intensity with each stroke. Pleasure rushes through me like wildfire, causing my legs to shake uncontrollably as a powerful climax builds within me, threatening to consume all rational thought.

"My sexy pornstar," he grunts, and the strain in his voice tells me he's getting close. I am, too, so near that it takes every ounce of willpower not to succumb immediately.

"Sir, please…”

"Cum for me," he groans.

My entire being submits to his erotic authority with one simple command, and I shatter into countless fragments as relentless heat envelops me, causing goosebumps to ripple across my skin. My velvety folds grip the buzzing vibrator, and I am powerless to resist the wave after wave of ecstasy that washes over me. Simultaneously, my tight hole clenches and releases around his pulsing shaft. With every thrust, I float closer to a blissful paradise adorned with wispy clouds, erasing all my thoughts as I bask in a heavenly glow.

As I feel his hot essence flow into me, deep within my tightness, my body quivers with desire. It infiltrates every pore of my being, filling me to the brim and leaving me in blissful oblivion.

"Such a good girl," he says as he pulls out of me.

The sensation of hot, creamy semen oozing out of my tightness, seeping into my pussy, snaps me out of my euphoric state. I don't want to be pregnant!

"Wipe me! Sperm is getting into my pussy!" And I'm ovulating!

He quickly brings tissues and cleans me up, while I pull out the vibrator and place it next to me on the bed. It's covered in white cum. Fuck!

"Do you think I could get pregnant?"

"No," he replies with a smile. "The white stuff on the vibrator is just from you."

 A thread of worry remains in me, and as if he senses my lingering anxiety, he adds, "Look, even if a tiny bit got inside, it would require extraordinarily resilient swimmers to impregnate you under such unlikely circumstances."

I nod, understanding his logic, but I can't help feeling nervous about the next four weeks.

If you enjoyed the story, please like and favorite it. Follow me to stay up to date on the release of the audio version!

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Written by EmmaMoon
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