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Chapter 29 by nick_123

What's next?

Days Off Pt. 2

As I stirred from my slumber, Isabella still enveloped in peaceful dreams beside me, I carefully extricated myself from the tangle of sheets and rose from the bed. A familiar anticipation coursed through my veins as I made my way to the bathroom, ready to attend to my morning rituals.

In the dimly lit bathroom, I caught a glimpse of myself in the mirror, adorned in the provocative lingerie that had ignited the passions of the night before. The reflection staring back at me exuded a mixture of desire and self-discovery, the lingering marks of pleasure etched on my skin like a badge of liberation.

Lost in my thoughts, I was startled by the sudden entrance of Clea, closing the door behind her. My eyes widened with surprise as they fixed upon the sizable bulge protruding from her hips—an imposing strap-on, adorned with a colossal cock.

As my eyes widened in astonishment, fixated upon the bulging appendage adorning Clea's hips, a feeling of trepidation coursed through my veins. Clea's sinister intentions became apparent as she demanded my compliance, threatening to expose our forbidden liaison to not only Kyle but also the prying eyes of the press and paparazzi. Reluctantly, I succumbed to the weight of her ****, a bitter pill to swallow as the weight of consequence hung heavy in the air.

As I dropped to my knees, my trembling body became a canvas for Clea's sadistic desires. The formidable girth of the strap-on cock loomed before me, its veiny texture teasing my senses with the promise of torment. With a feeling of trepidation, I braced myself for the relentless invasion of my throat.

As Clea thrust the massive member into my mouth, a tidal wave of sensations washed over me. The stretch of my throat was palpable, the relentless intrusion pushing the boundaries of my endurance. The fake veiny texture of the strap-on scraped against the sensitive flesh, sending shivers of discomfort coursing through me.

With each forceful plunge, the strap-on filled my throat, stifling my cries and drowning me in a maelstrom of carnal desires. The overwhelming pressure, the pulsating presence—every movement became an indelible reminder of my submission to Clea's dominance.

Clea, seizing her newfound dominance, unleashed her desires upon me with unyielding ****. The colossal strap-on cock strained against my lips, its girth challenging the limits of my mouth. I struggled to accommodate its immense size, my jaw protesting as I fought to take it deeper.

The sensation was overwhelming, a blend of discomfort and perverse pleasure colliding within me. With each thrust, Clea pushed the boundaries of my endurance, driving the strap-on deeper into my throat. The relentless intrusion ignited a paradoxical mix of vulnerability and sinful ecstasy, as if I were dancing on the edge of my own surrender.

Every inch of the colossal member pushed against the confines of my throat, evoking a myriad of sensations. The stretch, the pressure, the primal ****—it was a tumultuous symphony of submission and domination. The thrusts grew more forceful, my breath becoming a gasping symphony of desire and surrender.

Through choked moans and muffled cries, I felt my body respond, betraying the conflict within my mind. It was a cruel dance of pleasure and pain, a relentless **** on my senses that seemed to blur the lines between agony and ecstasy.

In a particularly cruel twist, Clea **** the colossal cock all the way down, holding it there as my struggles intensified. My throat convulsed around the intruder, my gasps for air growing **** and strained. The world around me blurred as darkness encroached upon my consciousness, a testament to the overwhelming power of this twisted encounter.

In a final act of dominance, I succumbed to the overwhelming sensations, my body surrendering to the strain and intensity. Consciousness slipped away, my body relinquishing control as I passed out, the deepthroat culminating in a sinister climax.


I slowly regain consciousness, my eyes fluttering open to the jarring reality before me. Clea, relentless and insatiable, continues to thrust into me with the massive strap-on. I struggle to comprehend the situation, my mind foggy and my body overwhelmed by conflicting sensations.

The remnants of my own spit cling to my face, evidence of the submissive act I had unwillingly performed. I feel a surge of shame and confusion, knowing that Clea had taken advantage of my vulnerability while I was ****. The thought sends a shiver down my spine, mixing with a strange sense of arousal I can't deny.

Clea, her dominant nature unyielding, taunts me with each forceful thrust. Her voice drips with authority as she commands me, "Take it, Jazmine. Submit to me fully." I struggle to comply, my mind racing with resistance, but her words and actions leave me defenseless.

The size of the strap-on stretches me to my limits, causing discomfort and a dull ache within. I try to suppress any hint of pleasure, to resist the sensations that ripple through my body. The realistic fake vagina within my custom tuck kit, activated by the penetration, sends vibrations coursing through my cock, betraying my attempts to resist.

The room is filled with the sounds of our depravity, the wet slapping of skin against skin, the rhythmical grunts escaping my throat, and Clea's lewd exclamations of pleasure. Sweat coats our bodies, glistening in the dim light, as we engage in this twisted dance of dominance and submission.

Clea's voice, raw and filled with an insatiable desire, pushes me further into the depths of my own torment. "Feel me deep inside you, Jazmine. Let go of your inhibitions," she demands, her words laced with a hunger that I can't ignore.

I try to stifle my moans, to mask the pleasure that threatens to consume me. But Clea's relentless **** on my senses weakens my resolve. I can feel my body responding involuntarily, betraying the denial I desperately cling to.

As the intensity builds, I teeter on the edge, my body begging for release. Clea's voice, filled with a primal need, urges me on. "Come for me, Jazmine!" she commands, her words a siren's call that I can no longer resist.

In that moment of chaotic bliss, my resistance crumbles. Waves of pleasure wash over me, my body convulsing with an orgasm that I dare not embrace. Moans mingle with Clea's, merging into a symphony of forbidden ecstasy.

As the waves of pleasure subside, Clea withdraws from me, leaving me breathless and trembling in the aftermath of our twisted encounter. The air feels heavy with a mix of anticipation and regret as I lie there, my body slick with sweat and desire.

Clea, with a satisfied smirk adorning her lips, slowly backs away, leaving me alone with my thoughts and the lingering ache between my thighs. Her departure leaves a void in the room, the absence of her dominant presence palpable.

I take a moment to gather myself, my eyes drawn to the mirror before me. There I stand, clad in the provocative black lingerie that accentuates my curves and conceals the secrets of my true identity. I see the reflection of a woman who has willingly immersed herself in a world of deception and forbidden pleasure.

I scrutinize my reflection, my gaze tracing the contours of my own body. It's a surreal sight, this stunning Hollywood starlet staring back at me, a persona constructed to fulfill Clea's desires and satiate her insatiable appetite. I question the choices that have led me down this treacherous path, the sacrifices made in the name of fame and fortune.

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Emotions collide within me, a tempestuous storm of guilt, confusion, and a twisted satisfaction I can't quite comprehend. I struggle to reconcile the desires that burn within me, the yearning to resist this corrupting **** and the undeniable allure of the pleasures it offers.

With a heavy sigh, I reach out, fingers trembling, and trace the outline of my reflection. In this moment of solitude, I confront the truth that lies beneath the fabricated facade. The world outside may see Jazmine Jade, the rising starlet, but I am still Jackson Steele, the struggling male actor who took on this masquerade for the promise of success.

A pang of regret courses through me as I contemplate the lengths I have gone to maintain this charade. The compromises, the compromises of my own desires, the compromises of my own identity. Yet, despite the turmoil, a part of me relishes the forbidden pleasures, the sensation of being desired and devoured by another.

In this duality of existence, I find myself teetering on the precipice of self-discovery and self-destruction. The allure of pleasure and power tempts me, urging me to surrender to the darkness that Clea embodies.

I slowly rise from the bathroom floor, my body still tingling with the remnants of pleasure. As I regain my composure, I gather the strength to put the events of the night behind me, at least for now.

I make my way to the bedroom, slipping into a pair of comfortable jeans and a loose-fitting blouse. The familiar act of getting dressed helps ground me, reminding me of the person I am supposed to be, Jazmine Jade, even as I navigate this intricate web of deception.

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As I step back into the room to grab my cellphone, Isabella stirs from her slumber. Our eyes meet, and she greets me with a gentle smile, closing the distance between us. She plants a soft kiss on my lips, a gesture that feels oddly normal to me. After all, as Jackson, I was no stranger to kissing girls. It's a sensation I've grown accustomed to, though the memories of our passionate encounters from the previous night still make me squirm with discomfort.

The kiss itself carries a sense of familiarity, but the weight of what transpired between us lingers in the back of my mind. My heart skips a beat, and a flicker of unease dances across my features as I remember the explicit details of our encounters—the way our bodies intertwined, the moans and sighs that filled the air, and the raw intensity of our connection.

Shaking off the unease, I gather my resolve and head downstairs for breakfast, hoping that the normalcy of the day ahead will help dissipate the lingering echoes of our clandestine trysts.

For the next few days, an overwhelming identity crisis engulfs me, consuming my every waking moment. Every time I catch a glimpse of my reflection in the mirror, I am confronted by a face so different, so undeniably feminine, that it feels as if a stranger stares back at me. It's a constant reminder of the transformation I've undergone, and it fills me with a disconcerting mix of emotions.

As I navigate the complexities of my new existence, my encounters with Isabella become both a source of comfort and a trigger for further confusion. Each time our paths cross, the memories of our intense sexual escapades flood my mind. The raw passion and undeniable lesbian nature of our encounters leave an indelible mark, and I find myself grappling with the disconcerting notion that I had, in some inexplicable way, genuinely felt as though I wore a strap-on during our trysts. It's a puzzling revelation, given my past experiences as Jackson, where I knew intimately what it was like to possess a real cock and engage in sexual acts with it. Yet, in those moments with Isabella, the notion never once crossed my mind. It leaves me questioning the depths of my transformation and the complexities of my desires.

And then there's Clea, a constant presence in my life since this convoluted journey began. Her dominant demeanor, the forceful control she exerted over me, haunts my thoughts incessantly. I can't help but recall the vivid memories of her pushing me to the limits of submission, to the point where I passed out, only to awaken and find her still using me like an object of her desire. The power dynamic between us is palpable, leaving me questioning the boundaries of my own autonomy and the extent of Clea's hold on me. She has been the architect of this transformation, nurturing it and keeping me bound to this new identity.

Amidst these thoughts and contemplations, I feel a sense of profound dissonance. I am caught between the remnants of my former self and the new persona I've embraced. It's an internal struggle that intensifies with each passing day, blurring the lines between reality and illusion, desire and obligation.

I stood there, taken aback, as Kyle, my co-star and **** boyfriend, unexpectedly showed up at our shared residence. It was a moment of surprise and unease as I tried to gather myself. I plastered a smile on my face to maintain the charade, though inside, a whirlwind of emotions raged.

"Hey, Jazmine! Long time no see," Kyle greeted me, his voice filled with warmth.

"Hey, Kyle! Yeah, it's been a while," I replied, attempting to sound nonchalant.

His presence triggered memories of our past intimate moments, carefully orchestrated by Clea. We had shared passionate kisses and engaged in seductive encounters, yet a true emotional connection had always eluded us. As our lips met in a deep kiss, I momentarily felt a sense of familiarity, as if kissing him were normal. But as we pulled away, a jolt of realization coursed through me.

"Something wrong, Jazmine?" Kyle asked, concern etched on his face.

I hesitated for a moment, gathering my thoughts. "No, it's nothing. Just lost in thought for a second."

But internally, I recoiled at the thought of kissing a man as a straight male. It struck me how normalized it had become, how I had grown accustomed to these acts. The questioning thoughts flooded my mind: Had I buried my true self so deeply that I had forgotten who I really was? And what about Kyle? Did he truly identify as a straight male, or was there more to him as well?

Kyle, seemingly unaware of the internal turmoil brewing within me, suggested we spend the day at his house. His request caught me off guard, and I couldn't ignore the veiled intensity behind his words. Clea, always watching, shot me a menacing look, silently emphasizing the importance of complying with Kyle's wishes. In that moment, it became clear that I had **** but to follow his lead.

We embarked on the drive to his house, the atmosphere heavy with unspoken tension. The silence between us mirrored the storm of thoughts swirling within my mind. Uncertainty and desire mingled, weaving a complex tapestry of emotions. I sought refuge in the solace of my own thoughts, desperately searching for answers that remained elusive.

As we arrived at Kyle's house, a sense of anticipation mingled with trepidation. I couldn't help but wonder what the day held in store, knowing it would unravel more secrets and further entangle me in the intricacies of this web I found myself trapped within.

As we stepped into Kyle's house, my internal whirlwind of thoughts and emotions continued to rage. Each step felt heavy, as if carrying the weight of the secrets I harbored. The air in the house was thick with anticipation, an unspoken understanding of the intricate dynamics at play.

We settled onto the couch, the flickering TV screen casting an eerie glow on our surroundings. Kyle, ever the picture of normalcy, began to engage in familiar gestures. He leaned in, planting gentle kisses on my temple and wrapping his arm around my shoulder. His sweet nothings filled the air, blending with the movie's soundtrack.

But for me, nothing was as it seemed. Every touch, every whisper, sent my mind into overdrive. I scrutinized every movement, dissecting its meaning, desperately trying to unravel the truth beneath the surface. What did it mean to him? What did it mean to me?

Despite my previous encounters with Kyle, I found myself overthinking each interaction. The warmth of his breath against my skin, once a mere fleeting sensation, now held layers of significance. The weight of his arm around me, once simply a gesture of affection, now felt like a shackle confining me to a life I didn't fully comprehend.

As the movie played on the screen, its plot lost in the maze of my tangled thoughts, I struggled to find solace. The glass in my hand, its contents slowly diminishing, offered a temporary respite from the turmoil within. Each sip brought a momentary escape, a brief reprieve from the constant questioning that consumed me.

Kyle's presence beside me, his words and gestures, painted a picture of a romantic evening. Yet, the dissonance between his perception and mine grew ever more pronounced. I wrestled with my own identity, lost in a sea of uncertainty and conflicting desires.

The evening wore on, the daylight gradually fading into dusk. Shadows danced across the room, mirroring the shadows within me. I couldn't escape the relentless introspection, the relentless need to understand who I truly was beneath the carefully crafted facade.

I tried to immerse myself in the movie, to lose myself in its narrative, but my mind remained stubbornly fixed on the internal struggle. The scenes played out before me, but their impact dulled against the backdrop of my own chaos.

As the credits rolled and silence settled upon us, I turned to Kyle, searching his eyes for answers that I knew only I could find. His gaze met mine, filled with genuine affection and oblivious to the turmoil raging within me. I mustered a smile, **** to preserve the illusion of normalcy, even as the chasm between reality and my own perception continued to widen.

The night stretched before us, a landscape of uncertainties and hidden truths. I couldn't escape the pull of my own identity, nor the allure of the forbidden knowledge that lay just out of reach.

As Kyle leaned in for a deep, sloppy kiss, my mind was filled with a whirlwind of conflicting thoughts and emotions. The **** had dulled some of my inhibitions, making it easier to go along with the kiss, but the lingering questions of my identity crisis still lingered in the depths of my mind.

I surrendered to the sensation of his lips pressing against mine, the taste of his tongue mingling with mine. It felt familiar, almost routine, as if I had done this countless times before. But as I deepened the kiss, I couldn't shake the nagging feeling that I was merely playing a role, pretending to be someone I was not.

The intensity grew as Kyle's hands wandered, skillfully removing my blouse, exposing my newly developed breasts. The touch of his fingertips against my sensitive nipples sent shivers down my spine. Every caress was a reminder of the changes my body had undergone, and the conflicting emotions they evoked within me.

Lost in the moment, I felt a surge of arousal mixed with confusion. Kyle's lips latched onto my nipple, sucking and teasing, and I couldn't help but moan softly. Pleasure coursed through my body, despite the underlying turmoil within my mind.

As our kisses grew more heated, Kyle's hands roamed further, sliding down to my pants. With a swift movement, he removed them, along with my panties, leaving me exposed and **** before him. It was as if my exterior mirrored the woman I portrayed, while my inner self remained in a state of disarray.

Unexpectedly, Kyle pulled away, his gaze fixated on me. I was caught off guard, my heart racing as I awaited his next move. He hesitated for a moment before finally finding the courage to express his desires.

"Jazmine," he spoke hesitantly, "I've been wanting to try something new with you."

My mind raced, unsure of what he was about to reveal. I braced myself, preparing for anything he might suggest.

"I...I want to try anal with you," Kyle confessed, his voice filled with anticipation and uncertainty. The words hung in the air, shattering the comfort I had momentarily found within myself. The idea was shocking, completely different from everything I had done to become Jazmine Jade, the stunning Hollywood starlet. It was the prospect of real penetration, real sensation, real sex, not through the safety of the artificial vagina.

Stammering, I attempted to voice my hesitations, my ****, but the disappointment that flickered across Kyle's face made my heart sink. The thought of disappointing him filled me with a sense of dread, knowing all too well what Clea would do if she found out. Fear and desperation clouded my mind, overriding my own desires and boundaries.

Searching for a way to make it up to him, to avoid Clea's wrath, I offered an alternative, a menu of new sexual experiences that we could explore together. My mind raced, desperately grasping for ideas that would appease him without crossing the boundaries of my comfort zone.

"Kyle," I whispered tentatively, "what if...instead of anal, we tried something else? Something new, something exciting?"

A glimmer of curiosity danced in his eyes as he listened to my proposal. He nodded, intrigued by the prospect of embarking on a different sexual adventure. It was a small victory, a way to divert his attention from the forbidden territory I was not yet ready to tread.

"I'd be open to that," Kyle replied, a hint of excitement returning to his voice. "What did you have in mind, Jazmine?"

The weight of the decision still pressed upon me, but I summoned the courage to suggest an act that, while still pushing the boundaries of my comfort, felt less overwhelming than anal.

"Would you be interested in...throatfucking?" I offered hesitantly, my cheeks flushed with both embarrassment and a strange sense of relief.

Kyle's eyes widened, his expression mirroring a mixture of surprise and intrigue. After a moment of consideration, he nodded, his eyes filled with a newfound excitement.

As I reluctantly agreed to this new venture, a mix of emotions flooded through me. While the path I had chosen was not the one I had anticipated, I reminded myself that I still had some agency in this journey of self-discovery. I would navigate the unfamiliar waters, guided by my own boundaries and the desire to keep Clea's wrath at bay.

As Kyle's cock breached the gateway of my throat, a symphony of sounds enveloped the room. The wet, sloppy noises of his thrusts melded with my **** gasps for air, creating an ominous melody that echoed the conflict within me. "Mmmmph!" I choked out, my attempts to find balance between surrender and resistance evident in the strained sounds escaping my lips.

The slow rhythm of his initial thrusts belied the intensity that awaited me. With each subsequent plunge, Kyle's grunts mingled with my **** attempts to accommodate him. The shifting dynamics between pleasure and discomfort pulsed through my being, a testament to the depths I was willing to explore. "Ugh... ckckckck..." I wheezed, my throat constricting in response to his relentless onslaught.

The paradox of the moment was not lost on me. As Jazmine, I had honed my skills in the art of pleasure, yet this act felt like a regression, a stark reminder of my past life as Jackson. The dichotomy between the ease with which I performed and the conflicting emotions swirling within me intensified the whirlwind of sensations.

Each forceful withdrawal and subsequent thrust brought me closer to the edge of my endurance. The need for air became a **** plea, lost amidst the frenzy of our shared encounter. The struggle for breath intertwined with the sensations coursing through my body, blurring the line between pleasure and suffocation. "Agh... ckckckck!" I gasped, my pleas for respite entwined with the primal sounds of our coupling.

Spit slicked my face, mingling with the sweat that clung to my skin. The visual reminder of my submission merged with the tumultuous emotions that cascaded through my consciousness. In the midst of it all, I became acutely aware of Kyle's crescendo, his final release within the depths of my throat. The realization, though unexpected, left a bitter taste in the aftermath of our volatile encounter.

As the room fell into an uneasy stillness, punctuated only by our labored breaths, I lay there, grappling with the ramifications of our actions. The boundaries I had pushed, the sacrifices I had made, lay before me like an uncharted path. It was in this moment of surrender, of simultaneous victory and defeat, that the chapter of overpowering desires reached its conclusion.

As I attempted to catch my breath, the brief respite from Kyle's relentless **** on my throat was abruptly shattered. Before I could fully comprehend his intentions, he firmly held me down, denying me even a moment's reprieve. "No, Jazmine," he whispered with a predatory tone, his voice laced with a hunger that both thrilled and terrified me. "We're not done yet."

My feeble attempts to rise from my **** position were swiftly thwarted, his strength overpowering my weakened state. Panic surged within me, a mixture of fear and anticipation intertwining in a twisted dance. The boundaries of pleasure and pain blurred as he claimed dominion over my body, my struggles futile against his determined grip.

Once again, the symphony of sounds echoed through the room, harmonizing with the erratic beat of my heart. The wet slaps of flesh met my ears, punctuated by my choked cries and his primal grunts. The thrusts came with renewed vigor, his cock growing harder, driving deeper into the depths of my constricted throat. "Mmmph! Ahhh...ckckck!" I moaned, the raw intensity of the moment testing the limits of my endurance.

Sensation engulfed me, consuming my every thought. I surrendered to the rhythm of our entwined bodies, torn between the desires that had brought me here and the undeniable conflict that raged within. Each forceful penetration evoked discomfort, the feeling intertwining like a serpent coiled around my consciousness.

As the climax approached, an electric charge pulsed through the air. His thrusts became more frenzied, matched only by the mounting tension within my own body. The impending release loomed over us like a dark cloud, promising both relief and revelation. "Yes...oh God, yes!" he groaned, his voice a testament to his own intoxication with the moment.

In a final, explosive culmination, Kyle's essence spilled forth, coating my face with a thick mixture of spit and cum. The world around me swirled with a dizzying mix of pleasure and shame, desire and regret. It was then, as I struggled to regain my composure, that the weight of his actions struck me like a thunderbolt.

His triumphant smirk met my bewildered gaze, revealing the true depths of his intentions. A sudden realization washed over me, freezing me in place. The knowledge that he had recorded our encounter, capturing every **** moment, permeated my consciousness like a venomous toxin. My face, now adorned with the evidence of our unholy union, mirrored the storm raging within me.

As I stood before the bathroom mirror, the disheveled reflection staring back at me was a haunting reminder of the tangled web I had woven. Cum and spit adorned my face, my makeup smeared and distorted. My once carefully crafted appearance had been tarnished, leaving behind remnants of our twisted encounter. The sight served as a bitter testament to the depths I had sunk, the surrender to desires that had forever altered my perception of self.

The hot spray of the shower provided temporary solace, washing away the physical remnants of our forbidden tryst. The water cascaded over me, mingling with my tears, carrying away the remnants of my shattered innocence. In that sacred space of solitude, I grappled with the storm of emotions that threatened to consume me.

Emerging from the shower, clad in a plush bathrobe, I attempted to reclaim the remnants of my former life. I moved towards my discarded clothes, hoping to restore a semblance of normalcy. However, my intentions were thwarted by Kyle's firm grip on my arm, halting my progress.

"Jazmine, you should stay here tonight," he spoke, his voice laced with a mix of concern and possessiveness. His revelation that he had already informed Clea of our situation sent a shiver down my spine. The realization that my actions had intertwined the lives of those around me weighed heavily upon me, like a cloak of guilt I could not shed.

His next words further entangled me in a web of conflicting emotions. "I've actually been building up a small wardrobe for you here," he confessed, his tone tinged with a gesture that, under different circumstances, could be considered sweet. The implications of his actions tugged at the frayed threads of my identity, amplifying the turmoil within.

Reluctantly, I allowed him to guide me towards the closet. As he rummaged through the garments he had meticulously selected, he pulled out a soft, pastel nightgown, delicate lace adorning its edges. The garment, in all its feminine glory, stood in stark contrast to the turmoil raging within me.

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With each tender gesture, each sweet word uttered, Kyle sought to soothe my troubled soul. Snuggling into bed together, his arms enveloped me, offering warmth and comfort. He whispered words of affection, his voice a soft melody that attempted to mend the fractures in my fractured heart.

In this delicate dance of facade and truth, I feigned reciprocation, the echoes of my true self drowned beneath a veil of pretense. The words I spoke held fragments of truth, twisted and distorted to fit the mold I had chosen. With each passing moment, the facade grew stronger, entwining me deeper in the intricate deception I had crafted.

And so, beneath the blanket of night, I found solace in the shelter of Kyle's embrace. Yet, as his whispered words of devotion washed over me, I could not escape the nagging reminder of the person I had become. The turmoil of my identity crisis simmered beneath the surface, threatening to erupt with each breath, each stolen moment of respite.

What's next?

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