How Do You Want To Do Her?

Jester absently, almost boredly, began clapping her thighs together as she splayed out on her side, the slight squelch of her moistened entrance opening and closing from the motion echoing throughout the room as Lauren hastily worked to remove his stubborn boot from his foot. “Okay okay, I know that technically all of the wining and the dining are the important part, but technically they’re also like super-duper really boring, and technically sometimes all a girl really wants to do is fuuuuuuuck.” Jester complained, turning the last word into an exaggerated whine that left Lauren with little doubt that he hadn’t messed with Jester too badly. She just happened to be a courtesan now, instead of… whatever it was she’d been before, with the added perk of being a courtesan that just so happened to like having sex with him.

“Well, you know, it’s all about, ugh, practice, I guess.” Lauren said as he struggled with his belt, figuring that he should at least try and give out good advice about the profession that he’d just wished her into, even as he wrestled with the garment the way a ranger wrestles down an unruly python. “If you only do the parts of it that are fun all the time, you won’t be, gah, ready for the real thing!” Lauren sighed in relief as the belt finally came loose, collapsing in a heap at his feet.

“I know, I knoooow! But the wine in this town suuuuuuucks.” Jester said, giving her glass a half-hearted swirl, before turning her eyes to Lauren—with a simmering, heated stare that, somehow, managed to swell up his stiff length even harder. “But the sex is great no matter where I go!” She said, capping off the look with a mischievous grin.

Lauren couldn’t help but break out into a few small chuckles of his own, that tapered into an aroused groan as Jester spread her arms along the length of her bed’s headboard, thrusting her barely-clad breasts aggressively in his direction. “Yeah… Maybe there’s something to skipping to the good part after all.” He said, licking his lips even as he self-consciously gripped onto the wishing rock, a sudden residual pang of doubt and guilt rippling through him once more.

“Still, Mom always did make a point to never waste wine…” Jester brought her glass up to her lips and made a show of snaking her tongue around the innards of the glass’s rim, scooping up the remaining liquid as it poured down and wetted her glistening lips, before setting the glass down onto the nearby nightstand. A single bead of liquid streaked past and down her cheek to curve around her chin, down her neck, and trail into the valley of her heaving, exposed cleavage.

Lauren’s reservations were shucked away along with his shirt as he tossed it to the side, taking striding, confident steps towards this woman that had so captured him in every way he could think of.

Their fingertips met, then glided past one another as their hands clasped, and Lauren was pulled in for a deep, hungry kiss. He found himself lost in the tiefling’s soft lips, playful tongue, and trailing hands that gently caressed the back of his head, playfully stroking his hair in time with the slight smacking of their make-out session. He pulled back, a thin line of drool bridging the gap between their mouths, to find her smiling impishly back at him, her hips rolling in place underneath him to drag a red-hot trail of precum leaking from the tip of his cockhead against her thigh.

“Claim your sapphire,” she whispered breathily, before her bottom lip was captured by her upper teeth, her tone turning back to one of poise and control that frankly baffled Lauren’s sensibilities as he found himself in one of the most uncontrolled moments of his life, “make me yours.”

He plunged in deep within her. His eyes squeezed shut, his expression pulling in tight as he was confronted with the sweltering furnace of Jester’s snug pussy, her tiefling heritage portrayed strong and squeezing as it enveloped his length inch by inch. He let out a wordless animal grunt of pleasure as finally he sank all the way to the hilt, his breath hissing from between his teeth like the steam of his burning release before Jester captured his lips once more in a passionate kiss.

“Now fuck me.” Jester murmured in his ear, her words tinged by lust and her exotic accent, before she reached up to capture his ear in her teeth.

Lauren let out another noise of agreement, before he pulled out, then thrusted back into her.

His throaty gasps and her squeaking moans began to fill the increasingly-sweaty space between them as their pace picked up, Jester’s legs reaching up to clasp around the small of Lauren’s back as their bodies drew close. One of her breasts slipped free from its confines in the throes of their passion, jiggling wildly in the open air, before promptly compressing against his chest. Some amount of Lauren’s self-awareness remained, just enough to reach down with his teeth to clutch the silken fabric of her robe and pull it away and down from her other nipple, leaving the blue nub to harden in the cool air before he captured it between his lips.

“Mmm, yes!” Jester cried out, her hair flying and the ribbons on her horns streaming behind her as she threw her head this way and that, arching her back in pleasure. “Just like that! Fuck me, Oskar!”

After a moment, Lauren released the nipple from his mouth, glancing up at her with furrowed brows. “What?”

“Nothing! Just keep going!” Possibly in an effort to distract him, Jester’s hands captured hold of Lauren’s head once more before bringing him in for a throaty, moaning kiss, then brought their hips close enough together to roll him over onto his back and leave her to take his place on top. Lauren felt their frantic pace slow before coming to a standstill, as Jester sat back on his hips with his length still wedged deep within her, taking a few deep breaths.

“Wow.” was all Lauren could say, marveling at how the moonlight spilling in through the nearby window cast all of her curves in exquisite profile, her now fully-exposed bust drinking in the silvery light until the sweaty, flushed, tender blue skin almost appeared to glow. “You… you really do gleam like a sapphire.”

Jester gave off a nervous giggle in response, haggard with exertion but still genuine, even as her frame gave off what seemed to be a self-conscious shimmy, and a soft sigh. “I’d think a real sapphire would have better jewels to show off…” Jester lamented, her hands trailing up the length of her smooth stomach to cup the underside of her bust, lifting both orbs slightly in faint disappointment.

“You can.” Lauren said instantly, his grip growing tighter on the rock that he had never once let go of. “You can have anything you want.” He licked his lips as he fixed his gaze on Jester’s perky bust, and prepared his next words with relish. “I wish that Jester had breasts just as big as her mother’s.”

The effect was more instant this time, even as Lauren felt that familiar disconcerting pull on the back of his head; her breasts began to swell up before him, their heft going from perfectly perky to sizably substantial, taking on a faint torpedo shape as they jutted out into a jiggling shelf away from her frame.

Jester suddenly met him with a smile that glowed in the same moonlight that had captured the rest of her body. “You know what, they’re pretty dang close.” She murmured excitedly, leaning forwards on Lauren’s frame so he could feel their soft, squishing mass cushion up against his own chest. “I want to show you.”

Jester began dragging her new bust down his body, the faint caresses of her nipples compounded by the sheer pillowy mass of her new titflesh, sending pleasant tingles and sensual vibrations up and down Lauren’s spine. Jester stopped once the underside of her cleavage naturally caught onto Lauren’s erect dick, his member still slick with their combined juices and throbbing from their combined stimulation, before she began to gently, tenderly, press down. Lauren let out a full, throaty moan as his length practically disappeared into the crevice between her tits, his hips squirming frantically and his hands clawing at the bedspread, as she settled the mass of her sheer tits all of the way to the base of his dick.

She gave his protruding head a single lick, and he exploded.

Once the lights and dots cleared his vision, Lauren just laid back, gasping slightly at the intensity of his orgasm. It was only a few moments later that he gained enough awareness back to glance down his body, to the tiefling at the foot of his bed—to find strands of his cum were collected on her fingers, their stretchy lengths playing in the space between her digits as she gently flexed and squeezed them, before shooting him a knowing glance. One-by-one, little-by-little, she began to lick her fingers clean, each slipping out from between her luxurious lips with a sensual pop!

“You know,” Lauren said, surprised by how raw and throaty his voice sounded even as his eyes remained fixed on her display, “I don’t think your mother would’ve included this part.”

“Then she’s missing out.” Jester replied simply, winking at him and sticking her tongue out in the same movement, before sucking the last of his cum down.