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Chapter 6 - Jack X Jessa

Jack stepped into the dimly lit room, his heart pounding as the weight of his new role as a sex toy settled over him.

The air was warm, heavy with the scent of sandalwood and desire, and the soft glow of candles cast flickering shadows across the velvet-draped walls.

His leather trousers and sheer silk shirt clung to his lean frame, amplifying his nervous energy. He swallowed hard, his mind racing with thoughts of what awaited him, until a voice, soft and inviting, broke through his haze.

"Oh," the woman said, her tone a sultry caress, "I'm lucky tonight—a cute boy like you."

She lounged on a plush bed, her black hair cascading in glossy waves over her shoulders, framing a face that radiated warmth and experience.

Jessa was a vision of mature allure, her voluptuous curves softened by a maternal grace.

Her sheer robe parted to reveal the swell of her massive breasts, her bronze skin glistening, and the thick, half-erect length of her futanari cock resting against her thigh.

Her dark eyes sparkled with kindness, but there was a hungry edge to her smile. "I'm Jessa. And you are?"

"Jack," he replied, his voice barely above a whisper, his cheeks flushing as he met her gaze. His body tensed, the reality of his first client sinking in.

Jessa's smile widened, sensing his nerves.

"Come, sit beside me, sweet boy," she coaxed, patting the bed, her voice a soothing melody. Jack nodded, his steps hesitant, and settled next to her, the warmth of her body radiating through the thin space between them.

Her scent—musk and vanilla—wrapped around him, calming his racing pulse.

"Is this your first time?" she asked, her eyes softening as she tilted her head, her hair brushing her bare shoulder. Jack nodded, his throat tight, and Jessa's smile turned reassuring.

"There's nothing to be afraid of, darling. I'll go easy, I promise. All you need to do is enjoy." Her voice was a velvet purr, and she gestured to his trousers. "Strip those off for me."

Jack's hands trembled as he unfastened the leather, sliding them down to reveal his lean thighs and hardening cock, already stirring under her gaze. Jessa's eyes gleamed with approval, and she shifted to sit behind him, her thick thighs pinning his, her warmth enveloping him like a cocoon.

Her hands, soft but firm, gripped his torso, her fingers tracing the lines of his muscles as she leaned in, her lips brushing his neck.

"Relax, sweet boy," she murmured, kissing the sensitive skin of his nape, then his cheeks, her breath hot and teasing.

She turned his face, her lips capturing his in a slow, lingering kiss, her tongue teasing his, igniting a spark of desire in his core.

Jessa poured a vial of warm, scented oil into her palms, the aroma of lavender filling the air. "Let me take care of you," she whispered, her hands sliding down to encircle his cock, her touch slick and deliberate.

She stroked him slowly, her fingers gliding along his length with a sensual rhythm, teasing the sensitive tip with gentle swirls before pumping him with steady, languid strokes.

"Feel that, darling?" she purred, her lips grazing his ear, her breasts pressing against his back. "Let it build, let it consume you." Jack's breath hitched, his hips bucking instinctively, the pleasure coiling tighter with each stroke.

Her grip tightened slightly, her thumb brushing his slit, and he moaned, his body shuddering as he came, his release spilling over her hands, hot and pulsing.

"How did that feel?" Jessa asked, her voice a sultry tease, her fingers still slick with his cum.

"Amazing," Jack gasped, his chest heaving, his body still tingling from the intensity.

Jessa chuckled, a low, throaty sound.

"Oh, sweet boy, there's more. Nipples can work wonders." She slid her hands up, her oiled fingers circling his nipples, teasing them into hard peaks.

Her touch was featherlight at first, then firmer, pinching gently as Jack's breath grew ragged.

She shifted, her bare feet sliding between his legs, her toes grazing his cock with sensual precision.

"Let's see how this feels," she murmured, her foot pressing against him, the arch stroking his length with slow, teasing movements.

The sensation was electric, her toes curling around his tip, the slick oil amplifying every touch. Jack's moans grew louder, his body trembling as she worked him to another climax, his cock pulsing against her foot, his release spilling onto the sheets.

The orgasm was mind-blowing, a wave of pleasure that left him breathless.

"Even better, right?" Jessa asked, her voice dripping with satisfaction.

"Yes," Jack panted, his eyes wide, his body alight with sensation.

Jessa's smile turned playful. "Now, let's try something new. On your knees, doggy style, darling."

Jack hesitated, his nerves flaring as he positioned himself, his ass raised, his asshole clenching instinctively.

Jessa's hands stroked his back, soothing him. "Relax, sweet boy," she said, her voice gentle. "Nothing weird or hard, I promise. Just trust me." Jack exhaled, his body loosening under her touch, and Jessa leaned in, her tongue flicking against his asshole with a warm, wet caress.

The sensation was shocking, intimate, and Jack gasped, his cock twitching as her tongue circled, teasing the sensitive rim with slow, wet licks.

Her hand reached around, stroking his cock with the same slick oil, her fingers pumping in time with her tongue's rhythm.

The dual stimulation overwhelmed him, and he came again, his release spilling onto the bed, the orgasm even more intense, a white-hot surge that left him trembling.

Jessa sat back, her eyes gleaming with delight.

"You've had quite the time, haven't you?" she said, her tone teasing. "But I've done so much for you, sweet boy. How about you do something for me?"

She stood, slipping off her panties to reveal her thick, erect cock, its length glistening with precum. "Suck me," she said, her voice a soft command. Jack hesitated, unsure, his inexperience evident. Jessa smiled, guiding him to his knees.

"I'll show you, darling. Just open your mouth and follow my lead."

She cupped his head, her fingers tangling in his hair, and guided her cock to his lips.

Jack parted them, his tongue tentatively licking the tip, tasting the salty sweetness. "That's it," Jessa murmured, her voice encouraging.

"Take me in, slow and easy." She bobbed his head gently, her cock sliding deeper, filling his mouth with its heat. Jack's lips stretched around her, his tongue swirling instinctively, guided by her soft moans.

"Good boy," she gasped, her hips rocking slightly, her grip firm but gentle as she moved his head in a steady rhythm. Her breathing grew ragged, and with a low groan, she pulled back, her cock pulsing as she came, her hot release splashing across Jack's face, coating his cheeks and lips.

Jessa chuckled, a warm, affectionate sound, as she looked at Jack's cum-streaked face. "Oh, darling, look at you," she said, her voice playful. "Let's get you cleaned up."

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