Tomboy Island

“Evelyn.”

Uttering the dragon woman’s name immediately grabbed her attention. She slipped off her seat at the table, then crawled past her fellow sex slaves to the foot of his throne. Eagerly, she parted her lips, ready to take his cock into her throat. She only stopped because he grabbed her horn, locking her in place with his superior strength.

“I didn’t give you an order yet,” he chided her.

“Sorry, Master, I couldn’t stand seeing your superior cock without a proper sheathe.” She batted her lashes in apology, even while a haughty smirk remained on her lips. It diminished only when he held her there without pause. “I mean it. A man like you… no - You, only you, my perfect man, should only ever have an attended erection.”

Alex was split between calling her a good girl and further scolding her for her assumptions. ‘Best to stay enigmatic,’ he resolved and said nothing about this. Evelyn would be Evelyn whatever he said - he loved her in her pride and her submission. “Use your cunt.”

“Oh? As you command, my Master,” Evelyn purred. She pulled herself up by his leg. She was a tall, athletic woman, yet her fingers seemed thin, even delicate, on the backdrop of his titanic thigh. Already dripping wet, she stood between his parted legs.

One knee then the other was placed on the broad seat of the cushioned throne. She straddled him, put her hands on his broad shoulders and squished her large tits against his chest. Alex beheld her deeply aroused expression, the burning fire of lust in her brown eyes, and her shapely ass behind her head.

“Thank you for this seat of hon-nour!” Evelyn’s cooed words ended in a loud cry. Alex matched it with a prolonged groan. The engorged head of his cock was enveloped by the heat of swollen labia, soon replaced by the tightness of the folds beyond. “Oh, this will pump so many dragons into me,” the horned tomboy whispered dreamily, before pressing a series of kisses up his neck. “None but you deserve this woman, Master.”

Alex growled animalistically. ‘I can’t believe I am this lucky,’ he thought. One woman like that would have made every man happy for life. There were 15 more tomboys in the room, each of them different, each of them unified in the arousal that slickened their pussies as they watched. Alex could practically smell the rising heat.

Large hands grasped Evelyn by the roundest parts of her ass. The dragoness cried out in exhibitionistic delight as he stood up. Her cunt squeezed him, his cock fully sheathed until he took his first step.

“Ah!” Evelyn moaned, proudly proclaiming the pleasure she felt as he was made to bounce. “AH!” Her legs closed around his waist on the second step. “AH, YES!” She hung loosely from his neck, her head tilted back so all could see the subservience written all over her face. “Master! You’re the best, Master!”

“Don’t inflate my ego so much,” he said, between joke and request. His voice, honed to perfection over his days on this island, made the woman around squirm.

The one sentence broke the seal on their stillness. The less submissive began to touch themselves, to rub their clits and flick their nipples. The more submissive were quiet, lower lips drooling over their seats. All craned their neck, following his steps towards the exit like a herd of cats did a moving target.

Once in the door frame, he said a single word. “Follow.”

The women scrambled to follow his command. No orderly queue was this, no highly disciplined force of sex slaves, but a bunch of tomboys living out their submissive fantasies. They wrangled and wrestled, trying to get to the front of the queue, playfully biting and bumping, erotically teasing and whispering, all while they went after him.

Alex followed the gentle chaos behind him with a wide smirk. If he had wanted to, he absolutely could have ordered them to follow in a proper row, but why not let them compete? They were athletes, they needed the exercise. Some walked, some jogged, some crawled, one marked his trail with her dripping juices.

Facing the way ahead was unnecessary. Alex knew the way to the bedroom by instinct. He had spent some time walking around the tree and his spatial memory was among his most finely honed skills.

The only reason to face forward again was to put his hand on the back of Evelyn’s head and pull her into a kiss. The dragon tomboy’s mouth was wide open, her tongue extended to greet him ecstatically. She was gasping and moaning, scarcely making anything that sounded even like a vowel anymore.

Her eyes rolled up while they climbed the first staircase. “Careful, slippery,” Alex joked, while squirted pussy juices fell from their joined sexes. The parts of the chaotic crowd close enough to hear chuckles. Evelyn’s toes curled. Her mouth was conquered again by her Master’s tongue in short order.

He made out with her the entire trip up to the bedroom. The enormous chamber was basked in twilight, illumination coming only from softly gleaming crystals in this dark night. An occasional crack of thunder would closely follow flashes of light muted by the amber roof and the branches around. Rain pleasantly met the glass-like cover.

Alex stopped two steps into the bedroom. His fingers sunk deeper into Evelyn’s ass. His feet were still, allowing his hips to swing with that much more force. The clapping of his groin against her thighs filled the chamber with itself and the moans of the voyeurs. Tomboy by tomboy, his harem poured into the room, scattering out in a loose circle around him.

Selana was the first to tilt back, putting her shoulders on the white mattress and her hips high into the air. Thick thighs trembled as she feverishly masturbated to the sight of Alex continuing to pound Evelyn’s brains out. One after another, the rest of the harem assumed the same pose, following the example of the natural sex slave.

“Master!” “Massstah!” “Masterrrrr!” The harem cried out in many voices, while presenting the many holes he owned to him. They all masturbated, chasing the pleasure that made Evelyn’s tongue loll out. It was like he was the centre of a sinful flower and all of them were his petals.

Alex accelerated for the final sprint. Evelyn was only loosely holding onto him now, trusting the strength of his arms to keep her up while she was made to bounce. She was a drooling, cross-eyed mess. Then, she went as rigid as his cock was.

Seed spurted into the fit female’s depths. Alex clenched his teeth, indulging the triumphant sensation of filling up a woman of her calibre and keeping the balance of his feet. Evelyn was soaking his manhood with her gushing juices.

‘That was the appetizer.’ Alex carefully lowered the gold medallist to the ground. He pulled out of her once her contracting cunt allowed. ‘What a choice,’ he thought as he looked around. In every direction, there were raised hips and spread pussies.

Alex basked in the moans and the sight for only a few seconds. His appetite for sex was immense, his entire body was used to this routine now. It was as if the setting sun was the signal for his brain to flood his entire system with every last arousing chemical it had to offer.

His eyes got stuck on Sofia. The fencer had been with him for the entire day. He had pumped several loads in her mouth and pussy already. ‘More,’ was the simple, intrusive thought. ‘Good girls deserve more of their Master’s cum.’

Sofia’s fingers stopped deep inside her when he grabbed her by the ankle. Her hips quivered, her pussy juice gushed. “Thank you, Master!” she cried out in veneration and bliss. An orgasm was visibly travelling up and down her nervous system. She spasmed, while he dragged her in front of him like a caveman. One of their number chosen, the surrounding harem (bar Evelyn, who was busy twitching) lowered their hips, so they could continue masturbating while seeing what their Master did.

“Mouth open,” he ordered Sofia.

“Yesh, Mashtahr!” she slurred, her lips parting wide. Another shudder went through her. Obedience to the voice of an incubus was always rewarded.

Alex took in the view. Sofia had always been a Baltic beauty, but the days on the island had transformed her in some literal and figurative ways. Her hair had grown longer, her breasts had become larger, but both of those changes were mild compared to the glow she had now. Their relationship wasn’t just a fantasy realized for him - Sofia had been enough of a pervert that she had actually wanted this. Becoming a submissive in a harem full of gorgeous women to the man she loved… any signs of stress to her had melted away and left behind a brunette beyond gorgeous.

The man of the island kissed the mark on her womb. It flared pink in response to his touch, retaining the colour as he dragged his tongue over her flat midriff. He tasted only the faint sweetness of a well-maintained and clean woman. The little peaks and valleys of her stomach shifted.

Her hard nipples were the first stop on his journey. Drawing tight circles around them with his tongue, he caused the fencer to sigh out in pleasure. She relaxed entirely under his caress, trusting him with everything.

Between her legs, her own fingers were replaced with his. “Sho thick,” she gasped. He pressed his middle two digits into her wet cunt. Fingers soaked in overflowing honey pushed in and out of her at a steady pace.

The gentle kisses upon her breasts took on a more sadistic character. He sucked on the crowns of her small chest, then bit just strong enough to leave little indents around her areola. Her hips twitched off the ground, grinding into his palm.

“Mohre, pleashe,” she slurred, her mouth still kept obediently wide open. Those parted lips were Alex’s ultimate destination. He left her nipples behind with a parting lick, kissed his way up her slender neck, all to finally arrive at her panting mouth. “Mashtahr… love you!”

“I love you too,” Alex returned in a rough, captivating tone. The sex slave shivered wantonly, well before he made good on his claim to her lips.

It could hardly be called a kiss. The sloppy surrender of her tongue to her Master was a display of immediate submission. Her walls were unguarded, all doors thrown wide open, and the red carpet rolled out for him. Just tasting his spit seemed to drive her mad with lust.

Alex kept her pinned not with the force of his arm but the force of his presence. Bunching up the sheets with her quivering hands, Sofia was the receptacle for all of his desires. She twitched, gasped, moaned, all of it clearly audible. Their lips were no tight seal, they were no seal at all. The surrounding harem all witnessed the whirling of their tongues.

Alex moved his head slightly, bending down to her ear to whisper four words. “Cum for me, slave.”

The aphrodisiac of his voice seeped straight into her submissive brain. Her cunt contracted around his fingers, which sped up for the crescendo. An orgasm triggered by obedience reached a further zenith through the expert use of his fingers. Her hips shot up into the air. Sexual juices squirted from her cunt, breaking on his wrist, and raining down on the sheets beneath her wide hips.

“Aahhhh… ah!...Ah, yesh!” Sofia pushed out lustful sighs and moans. Her hips quivered in midair, lowering slightly only to rise back up by another spasm. Slowly, very slowly, her hips approached the floor, only settling when her orgasm had finally faded fully.

Alex felt the precum drip from his cock. “Remind me, Sofia, what are you?”

“Your sex slave, Master,” she answered readily, voice still heated from her recent release. “My every hole is yours to use.”

“Show me.”

The brunette trembled in delight at the order, then turned onto all fours. Her right arm reached back, finding the left cheek of her shapely ass and spreading her wet pussy. Her thumb teased the puckered hole above. “Every hole, in every way you want, Master,” the sex slave cooed, a gentle and yet so depraved smile on her lips.

A hand on her waist kept Sofia steady. She bit her lower lip. Beneath his fingers, Alex felt the tiny trembles of anticipation. The head of his cock kissed the lower lips of the submissive sleeve, then put her to her intended use. Her pussy stretched around his manhood, like it had been stretched many times before that day.

“How do you like being filled up with your Master’s cock?”

“It’s my second favourite feeling in the world,” Sofia moaned, her half-lidded gaze burning with lust. “Surpassed only by being filled with your cum, Master. Ah!” The twitch of his cock inside her made the sensitive sex slave swoon. “So hard…”

“Such a naughty woman.” Alex grasped her hair, wrapping the long strands around his hand. There was no greater rein than this. Head tilting back in obedience to the pull, Sofia moaned loud. Her pussy grasped him tighter. “Do you love the pain?”

“I love everything you give me, Master,” she sighed happily.

Alex could not help himself, speaking in a soft voice. “Such a good girl.”

Like those words, Alex’s first thrusts were tender. The hot walls around him only reluctantly relinquished their grip. He had to fight for every bit of him that retreated, then had to fight for every bit of him that slipped back inside.

As she moaned, the chorus of masturbating tomboys responded in kind. Evelyn had returned to enough sanity to join them, fingering her gaping cunt and sucking the mixture of cum and pussy juices off her digits. The group moved in a harmonious rhythm, their actions synchronized with the speed of Alex’s thrusts. As his pace quickened, so did their fingers.

Every passing moment was another reminder of how much he loved each and every one of them. Wherever his eyes went, he found women who had conquered his heart. He would do everything to protect them, from the erotic messes that they were in submission to the comrades in exploration that they were outside this tree.

Alex groaned loudly, lending his voice to the symphony of ecstasy. Hearing him made them all the louder. “Master…” “Oh, Master.” “Master, oh yes,” they cooed. They all sounded so different, each set of vocal cords intertwining to form an individually gorgeous voice. They all sounded so similar, all of them so horny and loving.

“Master! Oh, Master, yes, use…” She gasped for air. “... use your sex slave as you desire!” Sofia’s screams were by far the loudest. “Oh… Yes!” Her proclamations of love became short, choppy. “I love… you… love… Master… so much… yes!” Sofia’s spine arched, her head flying back as she screamed out.

What his fingers had done, his cock superseded easily. Being filled and stretched by his manhood triggered in the submissive a pleasure so much deeper. Her folds tightened up all around him, forcing him to stay inside and endure the massage of her folds. ‘There are much worse fates,’ Alex thought, eyes closed, and dwelled in the heat of her female flesh.

The chorus of erotic voices reached a crescendo. Sofia’s climax was taken by the others to reach the same height of bliss. Selana’s shameless scream, Niara’s subtle panting, Charlotte’s heated moans, no two of the tomboys were quite alike in how they sounded in the throes of passion.

Alex’s eyes flew open again. He stared at a wet cunt, then the rest of the redhead. “You.” He raised an arm, the hot arm moving over his skin. The extended finger pointed at the tanned skin of the set of holes.

Green eyes widened, pointy ears twitched, and a long sigh of pleasure left the red lips of the tomboy when she realized she had his attention. “Master, I await your instructions!” Jane’s fingers spread her pussy for his viewing pleasure, the folds twitching still from her ongoing orgasm. The usually so stern woman was gleefully awaiting his words.

“To my side.” His words were like the irresistible pull of a magnet to her. The tanned elf crawled with the smoothness of flowing mercury. Fantastical powers surged through all of them and though her changes were less overt than others on the outside, she was deeply changed all the same.

The awakening he had brought and was still bringing to her sexuality, that was entirely her. That growing delight she took in submission, the glee with which she pressed herself against him, that was how man and tomboy were meant to be.

“Master, your cock is perfection, filling me completely. I am yours, body and soul. Please, continue to use me,” Sofia gasped, finding her voice again as her orgasm abated. Her ass gyrated in small circles, massaging him without claiming the right to move without his permission.

Alex’s grip on her hair remained gentle yet firm. When he resumed his motions, he did so at a tender, rhythmic pace. He savoured her contented sighs, the purrs that reverberated from her throat. “Listening to you is like listening to a perfectly maintained engine,” the pilot said.

“Such a male compliment,” Jane joked. “Oh Master, I am yours!” she sighed when he grasped her ass. Though different, the two tones had more in common than not. Both were spoken intimately, one as a friend, one as a willing sex slave. “Finger me, if it pleases you.”

“It does,” he responded in a low rumble. Two of his thick fingers pressed into Jane’s cunt. What her own digits had done had no impact on how tight she felt to him. “I want to break you, my lovely toy.”

“I cherish the privilege,” Jane moaned. “Do with me as you will.”

Alex basked in the dual sensations of the elf’s body nuzzled against his large frame and the rhythmic smacking of Sofia’s ass against his groin. “Keep the pace,” he ordered the brunette, who sighed her lustful agreement.

Jane vibrated, her vast patience strained by the delay he put on her. What was he going to do to her? The question must have bounced inside her skull endlessly. Her honeypot dripped around his fingers. He worked her slowly, teasing her as he prepared himself for the erotic joy he was about to witness.

Mouth lowered to her pointy ear, he whispered his instructions. “I will count down from any number of my choosing. Each and every time I hit 0, you will cum. You will climax again and again, harder and harder, until my fingers leave your cunt. Understood?”

“Understood, Master!” Jane’s voice was atypically loud and sharp. Her arms wrapped around his midriff, steadying herself for the debauchery about to claim her.

“10… 9… 7… 6… 5… 4… 3… 2… 1…” He lingered on the final number, listened closely to Jane’s trembling breaths. Her body was strained, all nerves poised the moment he said… “...0.”

The first orgasm was a mere initial spark. Jane’s eyelids fluttered, her lips parted in an erotic purr, her body trembled but remained put. “Your…mhm, voice in my ears, is so gorgeous,” she whispered.

Alex let her ride out the gentle pleasure, focusing instead on meeting the swing of Sofia’s hips with his own. Rippling, the bubble butt took every impact. Adjacency to him playing with another sex slave elevated her delight, proven by every cry from the cocksleeve’s lips.

“9…8…7…6…5…4…3…2…1....” Alex returned to the countdown, cutting it down just one number. Having relaxed past her aftershocks, Jane tensed up again. “0.”

The second orgasm was building on the first. Felt pleasure had faded, but she was still sensitive, her body accustomed to and craving for more. Her nostrils flared, taking in her Master’s scent deeply, letting it dominate her senses. Her inner walls clenched around his fingers, working in and out of her hole. “I’m all yours, Alex!” she pushed out a forceful, breathless plea. “Elves are meant to be sex slaves, train me, break me!”

A rush of power made Alex’s skin tingle all over. “Faster, Sofia,” he demanded, then groaned loudly. Obliging faster than she could think, the erotically wailing fencer moved her entire body back and forth. Athletic curves trained in the duelling arts were all put in the service of providing pleasurable friction to her Master’s sword. “God, you were made to be a sheathe!”

“Yes, Ma-ah-ster, I was plac-sssss-ed on this wo-Oh!-rld to be your sheathe!” Sofia cried out, voice and cunt dripping in the bliss of her position. Mindfully obedient, she kept throwing her bouncy butt back. All around them, the chorus of tomboys’ moans declared their agreement and own submission.

Jane’s orgasm had calmed to the petering out of her aftershocks. It was the perfect time to escalate further. “7…6…5…4…3…2…1…0!” For a confused second, Jane was silent. Although her thinking mind reeled from the lack of a teasing pause, her soul reverberated from his devilish voice all the same.

Her thighs tensed. Her body grinded up against his, then collapsed like a cresting wave. Her breathing hitched, her eyes turned glassy, she dragged her tongue over his muscles to add his taste to his scent.

“5-4-3-2-1…” Alex counted down faster, shaved another two numbers off the chain. Jane barely had been delivered from climax to aftershocks, when he spoke the one word that mattered. “0.”

“MAA-AAAAAAAAAH-SHTAAAAAAAAAAAAAAAAAHR!” The redhead’s eyes flew wide open. Her pussy was now gushing, the force of the climax making her convulse all over.

“Sofia, faster!” Alex ordered again. No words could be formulated by the brunette. Her tongue lolled out as her hips turned into a blur. What his voice was doing to Jane, his cock was doing thrice over to Sofia. Her pussy was not merely gushing, she was squirting her brains out on every other impact. “4-3-2-1-0!”

Residual pleasure from two orgasms mingled with the crest of a third. Jane’s body rippled with delight, her breathing choppy and audible. Every inhale was a desperate gasp for air, to prolong her consciousness and the bliss of her obedience.

PLAP! PLAP! PLAP! PLAP!

SLICK! SLICK! SLICK! SLICK!

The room was singing with the grand bliss of the harem. United chasing of synchronized orgasms was replaced with every woman for herself. After all, there was no way for the fingers of any haremette to bring her the same, uninterrupted release that Jane and Sofia were experiencing.

Sofia was giggling with the unbridled joy of a woman basking in her Master’s affection. He had given her enough lax to her hair that her upper body could collapse, leaving her drooling onto the mattress. Yet, her hips continued the fast-paced duty of making her drenched and devoted hole slide over his cock in a dance of pure submission. Each movement was a testament to her blissful surrender.

Alex would unite her with Jane in that land of pure happiness.

“3-2-1-0!” The countdown made the redhead’s eyes roll up before it had even finished. Cumulative pleasure was mounting her overlapping releases into a pressure of its own. A plea left her, a wordless one, that Alex understood for what it was - her wish to make his desire come true.

To be broken.

“2-1-0!” The arms around his midriff clenched almost as tight as her folds did. “1-0!” The orgasmic convulsions sharpened into powerful tremors. “0!”

Jane blinked. For a brief moment, she seemed to be clear of mind and calm of body. It lasted just long enough for her to flash him a loving smile. Then, her red lips parted into an O-mouth, her eyes rolled up further than she had before, and her conception of the world was shattered. The gushing of her pussy erupted into a torrential surge of her love juices, soaking his fingers, her thighs and the sheets.

Alex continued to finger-fuck her for a few seconds, then pulled out of her. No more fresh pleasure mattered little. The redhead was in a state of transcendental euphoria, climaxing when he gave her a little shove to send her gently falling onto her back. “Watch and masturbate,” he ordered her and all that were already engaged in just that.

The entirety of the harem was screaming in repeated climaxes, all witnessing their Master grabbing Sofia by the waist. Her obedient hip swinging was replaced with his masculine efforts. Powerful, he slammed into the depths of her stretched and gushing cunt. What Jane felt by decree, Sofia felt by natural action.

He pounded her pretty little brains out, using her as his living fleshlight for minutes on end, until he reached the end of the line. Teeth clenched, eyes locked on the gorgeous shape of her wide hips curving into the small of her back, Alex did as all men wanted to do and plunged into his willing sex slave one final time.

Roaring, he released his thick seed deep inside her. His balls tightened intensely, his blood rushed in his ears, the hammering of his heart added a strong beat to the chorus of his climaxing haremettes. One after another, they fingered themselves to voyeuristic release, all while Jane and Evelyn continued on their multi-orgasmic high.

As his climax subsided, Alex’s grip on Sofia’s waist loosened. His muscles, trembling with the aftershocks of his own release, began to relax. The intensity of this climax ebbed away, but the broader lust remained, his cock still hard and buried deep within Sofia. Savouring the warmth and tightness of her, he waited for the last of his seed to pulse into her.

Tenderly, he withdrew, his cock glistening with a mix of their fluids. Sofia remained as she was, top-down bottom-up. She moaned when he caressed her ass, quivered from the lingering delight of her ecstatic journey.

The cacophony of the harem’s joined bliss had quieted. It was a satisfied, contented quiet - yet it was also filled with the hunger of those yet to feel his touch.

Alex beheld Sofia once more, taking her well-pounded form in from multiple angles. Nothing could beat witnessing her expression, so totally relaxed and yet so totally blissed-out.

“I’ll lie down,” Alex announced. “Whoever catches her breath first can get a ride next.”