Courting a Courtesan

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MrBrightside
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Courting a Courtesan

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Shortly after his debut match Sylar was once again in a LAW ring. But this ring wasn't in an arena filled with cheering spectators, but rather it was in a wrestling academy where LAW trained their young lionesses. The academy had a few rings like this and right now most of them were currently being used by young lionesses to hone their skills. This particular ring Sylar had booked for a private session to do the same thing. While Sylar was confident in his wrestling skills, he felt that he could probably stand to develop his sexfighting skills more. Especially since he's no doubt going to be doing a lot more sexfighting in his LAW career.

To that end Sylar enlisted the help of a courtesan employed by LAW. He was surprised when he heard about that. He hadn't realized that courtesans still existed in modern society. But apparently at least one still did and this one trained wrestlers for hentai in LAW. Her services didn't come cheap and they burned a hole in his wallet but hopefully it would be worth the price of admission. Now Sylar just needed for her to show up. Glancing at the clock it was only a few minutes before the time of the appointment so she should be here any minute.

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Re: Courting a Courtesan

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Image

As the clock chimed, marking the start of the designated hour, the ornate door slid open to reveal the esteemed courtesan herself, Iwanaga-hime. Her raven tresses cascaded down her back like a waterfall of night, framing her heart-shaped visage adorned with delicate, rose-petal lips. Her almond-shaped eyes sparkled with subtle curiosity as she beheld the rugged form of Sylar awaiting her arrival.

She moved with the grace of a cat, each step purposeful yet fluid, as she approached the wrestling ring where their intimate session would unfold. Her kimono, a masterful blend of traditional elegance and subtle seduction, whispered against her supple skin with every subtle movement.

Iwanaga-hime offered a demure smile, her voice soft as a summer breeze as she greeted Sylar. "Good morning, Master. It is an honor to serve you today. Please, allow me to introduce myself properly - I am Iwanaga-hime, your Oiran for this... unique engagement."

As Iwanaga-hime stood before Sylar, her composure remained unshaken despite the spark of recognition in her eyes. She knew all too well who this man was - the one responsible for Freja's distress during her debut match. Yet, she maintained a professional demeanor, acknowledging that her duties as an Oiran transcended personal feelings.

With a subtle bow of her head, she voiced her inquiry, her tone as gentle as a summer rain. "Master Sylar, shall we begin our session? How would you prefer to commence your training of sexfighting today?" Her words flowed like honey, inviting him to set the pace while her trained eyes assessed his body language, awaiting his response with patient anticipation.
Last edited by MR. Q on Sun May 04, 2025 10:01 pm, edited 1 time in total.

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Re: Courting a Courtesan

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'Damn, she's something else!' Sylar thought as he took in her appearance. Fancy robes, a curvaceous body, she really did look the part of a high-class courtesan. A part of him felt like he was out of his depth just standing in the same room as her. But here he was with her after having spent good money on her services. He might as well make the most of it.

Sylar eyes met hers and for a second he spotted something in them that he couldn't identify. Whatever it was it passed just as quickly as it came so he decided not to dwell on it.

"It's nice to meet you, Iwanaga-hime. Now, where to begin?" Sylar took a moment to contemplate how to go about this. "Why don't we just jump right in? A little sparring match of sorts. First to cum loses." He proposed as he began stripping his clothes.

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Re: Courting a Courtesan

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A delicate chuckle escaped Iwanaga-hime's lips as she watched Sylar's bold proposal, her eyes sparkling with amusement at the suggestion of a sparring match. While appreciating his eagerness, she understood all too well that her occupation required finesse rather than brute force.

She extended a graceful hand, gesturing towards the ring as she spoke in her melodic tone. "Master Sylar, although I appreciate your enthusiasm, I fear a physical sparring match would not suit my... talents." A hint of humility colored her words as she acknowledged the differences in their roles.

Instead, she proposed an alternative approach, her fingers tracing the hem of her kimono in a subtle, inviting gesture. "If you would prefer, we could start by focusing on stamina and technique. I can guide you through various exercises designed to improve your endurance and efficiency during sexual encounters."

Her gaze met his, filled with a mix of professionalism and gentle curiosity. "Perhaps we could also explore specific areas you wish to concentrate on, such as pleasing multiple partners simultaneously or achieving certain physical responses during intercourse?"

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Re: Courting a Courtesan

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"To be clear, I didn't mean a physical fight. I meant more of a sensual battle to test my strengths and limitations." Sylar explained. "I know that while some hentai matches involve wrestling as well, others must be won purely through sexual prowess. That's the part I wanted to focus on. So yeah, I guess we can start with those exercises you were talking about."

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Re: Courting a Courtesan

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Understanding dawned in Iwanaga-hime's expression as Sylar clarified his intentions, a soft sigh escaping her lips. "I see now, Master Sylar. A sensual battle it is then." Her slender fingers skimmed the folds of her kimono, the silken fabric rustling softly against her skin.

"I must confess, such contests are not typically my forte," she admitted, her cheeks flushing with a becoming pinkness. "However, I am committed to providing you with the best possible training, according to your wishes."

Her gaze drifted over Sylar's form as he shed his clothing, her eyes lingering appreciatively on the ripple of muscles beneath his skin. With a graceful sweep of her arm, she encouraged him to disrobe further. "For optimal instruction, it would be beneficial if we both removed our attire, Master Sylar." Her voice remained smooth as cream, barely above a whisper. "Please, allow me to assist you."

Iwanaga-hime extended a hand, her fingers lightly brushing against his chest as she guided Sylar's shirt upward, the softness of her touch contrasting intriguingly with the boldness of her actions.

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Re: Courting a Courtesan

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Sylar felt Iwagana-hime’s hand brush against his chest while he was pulling off his shirt. He raised his arms and allowed her to pull it over his head and drop it to the ground. Next she hook her fingers into his gym shorts catching his underwear as well. With one swift motion she pulled them both down to reveal his thick cock.

“I appreciate the helping hand. Now allow me to return the favor.” Sylar reached towards her waist to undo the sash holding her kimono together. Once that was out of the way he slid the kimono off of her shoulders and it promptly fell at her feet. Sylar drank in the sight of Iwagana-hime’s body laid bare before him, committing to memory the curves of her body, the plumpness of her breasts, and her long, slender legs.

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Re: Courting a Courtesan

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Standing before Sylar in her bare glory, Iwanaga-hime exuded an aura of sensual elegance. Her full breasts, tipped with rosy nipples, seemed to beckon his touch, while her slender legs and curves invited exploration. As Sylar's hungry gaze roamed over her nudity, she stepped closer, her own eyes sparkling with a mix of professionalism and subtle arousal.

"It is now time for us to put your sexual prowess to the test, Master Sylar," she murmured, her voice low and sultry. "Please, show me how adept you are at pleasing a woman. Use your mouth, hands, and body to make me tremble with delight, and perhaps even induce an orgasm."

She reached out, tracing a delicate finger along the ridge of his throbbing erection. "Begin wherever you deem most effective, and allow yourself to be guided by instinct and passion." Her breath caressed his earlobe as she whispered, "I will provide feedback, helping you refine your techniques throughout our session." With that, she leaned in, pressing her lush lips against his, a sensual invitation.

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Re: Courting a Courtesan

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Sylat saw the invitation Iwaganaa-hime put out and accepted it with open arms. He wrapped his arms around her and pulled her close, reducing what little distance there was between them to zero as their bare chests pressed against each other. Their lips met in a passionate kiss while Sylar's hands roamed her body, traveling down her backside and eventually reaching her plump ass. Sylar grabbed a handful of the courtesan's amazing ass and gave it a nice squeeze while the other hand traced a finger along the entrance of her pussy.

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Re: Courting a Courtesan

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Moaning softly into Sylar's mouth, Iwanaga-hime responded to his bold advances with equal fervor. Her supple breasts crushed against his firm chest as she melted into the embrace, surrendering to the delicious friction of their intertwined bodies.

As Sylar's hands roamed her curves, Iwanaga-hime's back arched, pressing her ample rear into his grasp. The squeeze he applied sent shivers down her spine, igniting a spark within her core. Her juices began to flow, coating Sylar's probing finger with her sweet essence.

"Ah, Master Sylar," she breathed against his lips, her voice husky with growing desire. "Your touch is quite... skilled. Continue exploring my depths, and show me the extent of your abilities."

She tilted her hips, subtly urging him to delve deeper, her body instinctively responding to his probing touch. Her free hand tangled in his hair, holding him close as the kiss deepened, a sensual dance of tongues and passion that left them both breathless.

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