Tomboy Island

The choice of where to start was always the hardest one.

Hard and wet from the service he got from Tess and Selana minutes prior, his cock urged him to make a swift choice. It also urged him to plough every last woman in the room simultaneously - a miracle that he did not have tools for. Sixteen nubile tomboys were sprawled out in the room. None of them were dirty. The bath in the morning was normalized and with hot water an endless resource, everyone did a quick wash after every encounter that required it. At worst, a haremette that had only bathed that morning was covered in the sweat of the tropical day and that was hardly worth the mention.

The scent in the room only made Alex’s libido burn hotter. Every inhale was heavy with the pheromones of his harem. Some chose to kneel, others to lay on back or front, while yet others had their ass up and top down, swaying their hips towards him. The understanding that this was the place and hour for sex went deeper and deeper every day and their bodies were only too happy to make the submissives dripping wet with anticipation.

Before him was a proverbial ocean of prime breeding material. Every male instinct sang in harmony to take every single one of them. To see their athletic curves moves under his hands. To see muscles tense and release under taut skin. To see breasts jiggle and asses ripple under his dominance.

A fat drop of precum fell from the tip of his cock. The women bemoaned the loss. “Could have been on my tongue…” “I want that deep inside of me.” “Master’s cock being unsucked is borderline criminal…” “Such a waste.” “Fuck, Master… pound my throat.” “Hmph, not like he’s going to start with me.”

Among the sweet moans of obediently waiting cumdumps, it was the bratty tone that caught Alex’s attention. He turned his gaze to the only woman that did not meet it. Blue eyes averted, Kiara knelt between two pillows, arms crossed beneath her huge tits. Her small stature made the pillows look larger, yet her chest and thighs were of mouth-watering juiciness. Between parted legs, her fat mons were enticingly displayed, swollen with arousal and dripping like the rest of them.

Adorably, her cheeks were puffed up, making her already round face appear even rounder. It was framed gorgeously by her long, orange hair and her blunt bangs. The innocence of her freckles and bratty expression was sharply contrasted by the bright pink mark of consensual ownership between her lightly defined abs and ready cunt.

His attention captured, Alex snapped out of the decision paralysis. The shortstack did not notice his approach at first, too busy muttering little, easily heard comments to herself. “I’ll probably get to be part of some line or something, just get fucked from behind while making out with two other girls. Probably will only get to climax twice, because Master just is such a quickshot…”

Alex chuckled at her words. He knew all of it was overplayed to get a rise out of him. Even that sound did not manage to make her snap out of her bratty little monologue. Only when he spoke did she turn her head. “Got something to say to me, Kiara?”

“Yeah, I…!” Once Kiara faced him, her words got stuck in her throat. The kneeling shortstack was almost face to face with his dick. Indeed, the only factor that prevented that from being the absolute truth was their size difference. With just small she was, the feisty Irishwoman now knelt in the shadow of his cock.

Her expression and whole body language changed instantly. Her hands landed on the mattress, while she tilted forwards. Puffy cheeks long forgotten, she parted her plush lips, even pushing her tongue out and drooling almost as much with her mouth as she did with her pussy. Sapphire eyes wide open, she stared at his heavy sack and hard shaft with nothing short of fascination. Nostrils flared, taking in his musk. Enormous tits swayed perpendicularly while she trembled.

“Do you want to suck it?”

Alex’s deep voice elevated the trembling into a quaking. The Irish woman stretched up, her nostrils flaring as she truly took in his scent. Despite the bath, he liked to believe that his body churned out an extra load of masculine pheromones today. Killing a tiger made of wood and stone with a massive sword had to count for something.

Kiara certainly gave him the impression that it did. Her brain had still not rebooted. She put a hand on his muscular thigh for stability. One of her enormous breasts brushed against it, the hard nipple pleasantly poking his skin. Even that little contact was enough to make her moan. She leaned in further, squishing her left breast against his leg, and pressed her nose against his heavy sack. She inhaled deeply, eyelids fluttering, as if the very scent of his virility was already pushing her towards orgasm.

‘I can stop with the ‘as if’ thoughts,’ Alex told himself. He knew them well enough by now, in all of their submissiveness, and her blissful expression left little to the imagination anyhow.

It was when her tongue weighed his manhood that she finally finished the restart of her brain.

Kiara snapped back. The fast movement dragged Alex’s cock over her face, leaving a trail of precum across her hair, forehead, and the bridge of her nose. The head of his pulsing dick remained settled there. Blue eyes crossed, giving it a silly-looking amount of focus.

“Who would want to suck this… big, fat… juicy…” Kiara’s brain was drowning in arousal and yet she tried to keep the brat up. The result was a tantalizing whisper that brought out the softest parts of her otherwise so subtle, Irish accent. “...hard and heavy… so hard and heavy… Y-you must be aching for a hole!?”

It was meant to sound mocking. It sounded borderline begging. “So you don’t want to suck it?”

“W-well, if you neeeeeed someone to take care of this for you s-so urgently,” Kiara stammered a half-hearted excuse. Her small hand clenched around the base before he could consider pulling away and her pink, puckered lips pecked the head of his cock. “Urgh, it tastes so good,” she complained. “Wouldn’t get anyone to try and get this oversized chunk of man meat down their throat if it didn't.”

Alex put a hand on her head. The bratty shortstack got the signal and stuffed his cock down her throat. Well and truly stuffed it, her lips spreading as she pushed forwards, forming a tight ring while she took the entirety of him into her mouth. She did not even flinch while his girth stretched her jaw and made her throat bulge. All there was to the compact, curvy cockglove was the moaning delight of a size queen stretched.

The cute nub of her nose pressed into his groin. Kiara was possessed to take as much of him into her throat as she could - which was all of it. Despite her diminutive stature, she was the second or third best sword swallower around here. Her only competition was Amethyst and her only clear superior was Blair. Selana and Tess could have caught up by now, if they weren’t so used to employing their tits instead.

Not that Kiara rarely used her own jugs. The fat tits of the dwarf now pressed against both of his thighs. She was practically hugging his legs, making herself a tight sitting sleeve. The twitches of her throat rubbed his cock all over. Accompanying moans made the hot, slippery hole vibrate most pleasingly.

Just that she hadn’t pulled back to breathe in almost 20 seconds was a bit concerning.

Alex dragged the size queen upwards. She fought to keep the vacuum seal of her lips tight every centimetre of the way. Only when he popped out did she inhale. Her breathing was fast and panting, yet controlled. She knew how to get her stamina back by instinct. “What, were you about to cum already? Total quickshot.”

She also knew how to rile him up.

“Mhmmmm!” Kiara cried out in pleasure, when his dick slipped back down the tight tunnel of her throat. Annoyingly, she was right that he was pretty close to climax. His body had not forgotten the double titjob he had gotten from Selana and Tess before they had moved to the bedroom. Any further motivation he needed to release his load was given by the bratty shortstack’s sloppy service.

There was a lesson he needed to give, however. “Charlotte!” he grunted between thrusts.

“Yaws?” the French swimmer crawled over to the scene as swiftly as she could escape the sapphic embrace of her fellow cocksleeve.

“Be a good girl and open up.”

Charlotte’s lips curled into a mean smile, before parting. “Like thish?” she slurred, tongue presented.

Answering in deed, Alex pulled out of Kiara’s mouth and stuffed hers instead. The first thrust, he enacted fully himself. Afterwards, it was only his hand that lightly guided Charlotte. The fox-eared woman sucked him off all of her own, a mischievous glint in her eye. She did enjoy being the means to teach a lesson.

“W-why?!” Kiara stammered.

“Because you’ve been a bad girl,” Alex answered, voice overpowering the aggressive slurping of his current comfort hole and the giggles and moans of the lesbian orgy around them. “You get the reward when you are good.”

“Like me,” Charlotte chimed in, before getting his cock down her throat again. She wasn’t yet so sensitive that she could orgasm from it. Still, she was both a fantastic and enthusiastic cocksucker and teasing Kiara was all the extra motivation she could need. Fox tail swishing, wide hips wiggling, and head bobbing, she continued to suck him off until his hand clawed into her brown hair.

Alex made sure to cum in her mouth. Adjusting swiftly, Charlotte wrapped her fingers around his shaft and pumped at a rapid pace. The initial flare of pleasure was enough to make his legs wobble. Her tongue swirled around the head, while the back and forth of her head gradually slowed, more and more focused around milking the seed that progressively weaker spurts did not fully deliver to her mouth.

Sucking on a finger, Kiara watched the entire scene with anticipation. She still had hope that she would get her share of the load Charlotte soon presented. Stirring the sticky white with her tongue, the fox-eared French woman awaited the order. “Swallow,” Alex gave it.

“That’s so mean!” Kiara exclaimed, watching as Charlotte gulped heavily and then spasmed, the cum-fuelled orgasm hitting her with enough force to make toes curl. “That’s just typical, I do all the work and you give the reward to someone else!”

Alex slapped the shortstack.

It was strong enough to make a sound, but nothing more. Still, the gesture was understood and she shut her mouth for the moment. If she was going to be extra bratty, he was going to put extra effort into breaking her. The subtle grin on her half-turned face was all the encouragement he needed to keep going that route.

“If you want to earn my seed, then you’ll have to please me body and soul,” he told her. “Try.”

“...Hmph!” Kiara puffed up her cheeks and, eyes closed, face away from him. It only lasted for a second before one eye cracked back open and took a hungry look at his cock. He was letting Charlotte lick and nibble in the interim. “...If it pleases you, you can fuck my tits?”

“That does please me,” Alex responded. “I’ll give you more later,” he promised Charlotte.

“Ya always do, Master,” the French swimmer purred, then rejoined the rest of her fellow submissives in the pile of women keeping each other hot and ready for their dom.

Kiara moaned when he suddenly grabbed her by the hair. “W-what are you doing?” she stammered wantonly.

“You said fuck your tits. I plan to do just that.” Shoving her against the wall, Alex confined the shortstack between himself and the edge of the room. Her size was almost perfect for what he had in mind, his cock throbbing at the level of her collarbone. “Squeeze your tits together.”

“Yes, Master,” Kiara answered with a gasp. So close to his manhood, she was completely entranced by his size again. Once her sweat-glistening chest was compacted by her hands, small digits pressing indentations into overabundant, female flesh, Alex squatted down slightly to line themselves up.

He thrust up the cleavage of her lifted underboobs.

Slippery as his cock was, readily as she drooled onto her tits, the penetration was quite smooth. The entirety of his manhood found a snug home between the twin mounds. Smooth flesh pressed against his shaft and head, caressing the sensitive spots nicely. What her cleavage lacked in terms of heat and folds that her holes had, Kiara’s technique made up for.

“I love having this… thick, long cock between my fat tits,” the brat muttered. Her hands were kneading her breasts in alternating rhythms, while he thrust back and forth between fuckable chest pillows. Her eyes were glued to his abs. “Master is so hot… I mean!” Kiara caught the fact that she had been speaking out loud. “Putting all of that muscle to some use is a good sta—aaaaahhrttt.”

Alex had caught one of the orange-haired dwarf’s nipples. It began with a pinch, turned into a light twist, and did not stop until the woman beneath him was wailing in bliss. “What would they think if they knew the PR-manager of a proud, pro-woman organization joyously got turned into a sex slave and her hyper-sensitive tits were fucked?”

“Whooooooo, carrrrrres?” Kiara rolled out her words, tongue lolling from her mouth. “I’m a prouhd, faht-titted wohmaahn and I don’t neeeed their approval. I looooove getting my shortstahck titsh fucked!” Another climactic tremor went through her. When it came to making her cum with her tits alone, Kiara was high up there in this harem. “Keep goiiiinhhhhnnnnng!”

Eyebrows furrowed, Alex did continue, but slowed down as he did so. Eventually, his cock came a standstill. “What did you just say?”

“K-keep going!” Kiara exclaimed.

The Master of the harem of submissive sex slave clicked his tongue. “My patience has been exhausted. You beg, you do not demand, submissive.” Demanding, his tone drilled into her mind. That bratty facade was crumbling under the threat of more deprivation.

“I’m sho-” she started, only to be interrupted. Alex did not want to hear her apology, not yet. He put his hand on her neck, then manhandled her into a chokehold. Her squishy cheeks were pushed up by the bend of his arm, distorting her gorgeous features and making the grin on her face seem all the more mad with lust. If she did mind getting locked down by an arm half as thick as her torso, her hips bucking in delight would have been a strange way to show it.

‘God, I love masochists,’ Alex thought. ‘Now, I could fuck her, but I want this to really break her…’ “Amethyst, can you come here?”

“I can do whatever you want, Master!” the slime submissive hurried to his side. “How do you want your sex slave to serve?”

“Present your ass, I want to use you as my relief hole.”

“Of course!” Amethyst immediately got herself in position. The lavender of her lower lips rose gently from the surrounding purple. Dripping wet, her mons were a delicious sight, framed by her juicy ass. A slime woman’s consistency was interesting, so similar to a human and yet so different. The enticing sway of her hips made her cheeks wobble.

Alex grabbed his cock and aligned the throbbing meat with his haremette’s entrance. The moment he began to penetrate her, Amethyst pushed back, taking him into the moist vice grip of her pussy. “That’s a good hole,” he groaned.

“Tha-ahnk - you, Masterrrr.” Amethyst was half-moaning, half-purring as she shook her round derrière for their mutual pleasure. He let her do the majority of the work, meeting her indulgent back and forth with a steady rhythm of thrusts. Seeing his cock sink into her depths through her translucent skin never ceased to be amazing in its own right.

“This is what a good girl gets, you understand?” Alex grunted into the ear of the shortstack that he was still holding. He loosened the tightness of his chokehold enough to let her inhale, but not for long enough to actually understand. “You’ll please me as my squeeze toy until Amethyst gets rewarded for her obedience.”

“Yes, Master, please, please reward me,” Amethyst begged, only increasing the pace of her rocking motions. Soon, she was acting with enough force that her cheeks met his hips with loud claps.

Kiara watched the scene with depraved, blue eyes. She was drooling all over her Master’s elbow and her pussy soaked his fingers when he did as much as brush over it. Using her as announced, he squeezed her plump thighs, her fat ass and her huge tits, all while keeping her masochistic brain stewing in the joy of asphyxiation. He never did more than tease her pussy, but even that was enough for her juices to drip onto Amethyst’s behind.

Chasing her ultimate reward, the cocksleeve continued to serve him with her pussy even as orgasms made her spasm. She was giggling happily, the very act of being used by him filling her with glorious purpose. What she anticipated more was the moment his cum filled her womb.

With a grunt and a thrust, Alex let the seed rush up his shaft. Cum surged into Amethyst, spurt for spurt pooling inside a womb-like cavity that existed for this purpose alone. The slime woman howled while the rewarding ecstasy overlapped with the pleasure of her orgasms and of obeying her Master’s words.

As soon as Amethyst’s pussy had wrung every drop he had to give from his shaft, Alex turned the happily giggling cocksleeve over. He put one leg forward, using his thigh as Kiara’s straddling seat. The orange-haired brat shivered when her pussy touched his naked skin. “Look at her and answer me honestly,” he ordered her in his incubus voice. “Have you been a bad girl?”

“Yes, Master,” Kiara whined wantonly, barely capable of keeping her hips still.

“Do you want to be used like her?”

“Yesh, Masterrrr.” Kiara trembled, the obedient answering of his questions sending surges of pleasure through her tiny frame.

“Will you be a good girl now?”

“Yessshhh, Mashtahhhr…!” Kiara was on the edge of orgasm, edged by his hands and his words.

Alex tossed her to the floor. The shortstack’s enormous tits bounced as she came to a rest. She pulled her legs up in anticipation of what would come next. Her heels pressed into his sides, while he penetrated her tight cunt as quickly as he dared. She was small and gripped his cock like a vice and yet she was built to take his size. Folds stretched, the girth of his cock visible atop her abdomen, and yet he fit. The mark on her womb glowed a bright pink in jubilation.

Kiara did not scream, she did not howl, she clenched her teeth and grunted through an animalistic grin. Her eyes rolled up, managing barely to focus on him with blissed-out glassiness filling them. He squeezed her right tit and smirked at the broken brat in turn. That was all her brain could take. Something snapped and her pussy turned into a broken faucet, splattering juices all over his fully enveloped manhood.

“Please pound your personal property into the mattress. Please make me a broken, cum-filled mess. Please, if it pleases you, hammer my pussy into the shape of your thick, hard, delicious, huge cock, Master,” Kiara spoke with an entranced clarity, her expression one beyond thought. She had been teased out of her mind.

Alex loved that.

He kept squeezing her tit, feeling the weight of it jiggle against his palm, while he began to fuck her. Her fat ass was a natural cushion, the sway of her breasts naturally hypnotic, and the look on her face was that of a natural submissive. He hammered against the entrance of her womb, something that the shortstack more than enjoyed. Her pussy was the perfect depth for it, was shaped to fit him and him alone exactly. Each time the entirety of him was sheathed in her, another orgasm hit her.

Grinning, eyelids fluttering, she kept on squirting. The collective harem swooned at the sight. It wasn’t just one woman that fingered herself to rapid completion watching him rearrange the shortstack’s insides, brain and all, it was all of his harem. Cries of self-induced orgasms filled the room in a constant ebb and flow of overlapping delight, all of them chasing the echo of the true pleasure that only their Master could give them.

Alex acknowledged them with a glance, gaining several squeals from the most submissive of the women, while getting enticing gasps from the less sycophantic. Whichever pole on the spectrum the tomboys tilted towards, there was no sex slave unaffected by their Master’s attention, even if it was fleeting.

Mostly his attention lingered on Kiara and her expression of multi-orgasmic satisfaction. Twisting her nipple made her spine arch, squeezing her face made her grin widen, and hammering her cunt made the broken brat sing through grit teeth. She was a taut bowstring, an instrument that he had played to the breaking point and beyond.

Even after he had fucked her for minutes on end, her pussy remained a constricting tunnel. Spasms changed tight to borderline unmoveable in rhythmless intervals. Only the fact that she was utterly soaked made it possible to keep pounding her without a change in pace. Sweat and pussy juice scattered around the nearby sheets.

Alex moved further and further on top of her, until he was pile driving her tiny frame into a pillow. Her quaking tits slumped towards her face, so huge that they touched her cheeks. Rolled up, her midriff was barely a factor, making the shortstack appear like she truly was just a set of tits and ass, existing for his enjoyment.

Incapable of taking any more, he stopped, the head of his cock pressing against her cervix, and came. The crowd of sex slaves screamed as if it was them that his clenching balls were delivering the seed to. The tomboy beneath him was totally silent, her contorted features expressing a peak of pleasure beyond any sounds.

He pulled out between spurts. Legs flopped down, his cock settled between her tits instead. He smushed them tight around his tensing manhood and thrust a couple of times, spreading the last few jets of his seed over her face and cleavage.

“That’s a good girl,” he said, lightly panting. After all of that he needed to gather his breath. Kiara was in no state to notice. She was barely in a state to extend her tongue and scoop up the seed right next to her lips.

Alex drank in the sight for a few more moments, then contemplated who he would use next.