Tomboy Island

The conflicting emotions within him lasted for a few seconds. Going from a pilot at the end of his apprenticeship to the sole male on a tropical island with two sex slaves to his name within two days was weird. It either spoke to his theory of something being in the water or to the constraints of the modern world.

The inciting incident here was Tess first and foremost though. Weird as it was, it seemed like this was Sofia’s genuine desire and had been for a while. That there now was a ‘fellow slave’ to put peer pressure on her seemed to be all that had been needed for Sofia to break.

‘My life is going to be wonderfully weird when we get out of here,’ Alex thought, then announced his decision. “Alright then,” the two words already made the brunette perk up. “If this is what you want, you good little girl.”

“Hamena hamena…” Sofia mumbled. “Yes, yes! Speak to me more in that deep, manly voice, p-please?”

“Shhhh.” Alex brushed over her lips with his thumb. “Your Master will take care of everything. Trust me to do whatever I want with you.” Lowering himself, he gently toppled her over and placed her under him. “Not like I never fantasized about this either,” he whispered to her, before claiming her lips.

Their first kiss was almost chaste - almost. The shamelessness of their power dynamic robbed them both of any need to hold back and Alex had gotten a lot of kissing practice in today. On the matter of shamelessness, there was the factor of the watching trio of women as well, but none of them were looking at anything unusual at this point.

Alex was of half a mind to invite them to what happened next, but the rest of him wanted to taste this in detail. This was Sofia, a friend, now his property by her choosing. A fantasy come true for him and, apparently, a deeply held wish come true for her.

“Mashtahr,” she slurred between kisses. They grew more and more heated by the second. Her wet, lower lips were rubbing against his cock. The position was reminiscent of how he had taken Tess earlier - a fact that he far from minded.

In fact, he was going to lean into it.

“Guide me into you,” he ordered the fencer. She nodded eagerly, reached down between her parted legs, and angled his cock to push into her. Despite this, in his eagerness, the tip of his pulsing cock slipped off her entrance.

Sofia moaned, between disappointment and the stimulation of having her Master’s manhood glide over her clit. “S-sorry,” she whispered.

“Don’t apologize,” he whispered patiently to her. With Tess he likely would have been rougher, more admonishing, but he knew Sofia well enough to know that she was an adorable wallflower. Not one to be treated delicately, being an olympic fencer did come with the necessary stress tolerance, but one to be handled with a bit of care.

For a few thrusts he just enjoyed the heat radiating from her swollen cunt. Propped up on his elbows, he caressed Sofia’s brown hair, a gorgeous lustre to it, contrasting with the grass. “This is how I always wanted it,” she whispered. “You, taking me… right under the open sky…” She angled his cock again and sighed wantonly as he penetrated her. “...Master.”

It was as perfect as the penetration could have been. The evening sun on his back, the woman below him, staring into her hazel eyes while he took her virginity. Her tightness was too much for her to be anything else - to have been anything else.

“Were they part of your fantasy?” Alex asked quietly and nodded towards their viewers.

Tess, he had expected to drop to her knees and start pleasuring herself. This was the kind of scene that she had approved of, the kind of scene a woman could expect when she gave herself to a man so unconditionally. That Yahui was next to her, also rubbing her cunt with voyeuristic glee, was a mild surprise, but Alex already knew that she did not mind upping her displays of perversion. That Charlotte was the only one not engaged in any of this was perhaps the most surprising factor.

“Someone has to keep watch,” the foxy woman smirked. “Don’t mind me, I’ll get bent over later.”

Alex chuckled, then turned his attention back to Sofia. The brunette was blushing fiercely, yet her answer was a lustful, “Yes!” Wrapping arms and legs around him, she invited him to push into her more urgently. “My Master deserves all the women he wants,” she panted, her tight folds twitching all around his advancing manhood. “I’m… property… property doesn’t get jealous of her owner having more property.”

“Fuck, you’re really that much of a pervert, aren’t you?” It slipped out of Alex’s mouth as he slipped deeper. In a deeper, almost growling tone, he added. “That makes three of us, sex slave. I’ll fuck you until the certainty that you belong to me is etched into every fibre of your being.”

The promise made her clamp down so hard, getting deeper into her became impossible for a few seconds. With kisses and strokes of her hair, he managed to pass the time until he could finally push the rest of him into her.

Alex sat up to look at the friend turned cocksleeve he was now sheathed inside of. She was slightly shorter than Tess and notably less broad in all senses of that word. Small breasts, hips of average width, and a build so lithe he could see his cock create a soft bulge where he filled her up.

“So full,” Sofia swooned and caressed that bulge. “You’re perfect for me, Master. There’s no need to etch anything into me… it’s… I am already a-all yours, head to heels.”

Alex was back on top of the adorable, lithe woman in an instant. Their kisses picked up with renewed intensity. A muffled scream was lost in his mouth, when he pulled out and drove back into her now pleasantly stretched folds.

The moment did not just make Sofia moan. “Yes, train your sex slave, Master,” Tess moaned encouragingly in the background.

“So virile,” Yahui added in a much quieter tone.

“Making it really hard not to masturbate over here,” Charlotte added in her ever mischievous tone. That she was dripping where she stood, hips wiggling from how frequently she shifted weight from one leg to the other, belied her joking voice.

Alex did not have the opportunity to respond. His tongue was fully occupied with exploring Sofia’s teeth and wrestling her playful resistance into submission. Slowly, he pulled out again and then drove back into her with a hard plunge. The fencer moaned into his mouth. She liked it rough, that much was obvious.

As the pace increased, so did the ‘PLAP! PLAP! PLAP!’ sounds that filled the air, underlined by the moans of two women in the midst of self-pleasure and one French slut barely keeping her hands away from her cunt.

Sofia’s first orgasm was a predictable one. Her moans went higher and higher in pitch and volume, while spasms and twitches became more frequent and intense. Fingers dug into his back, the grip of her legs became even tighter, and then all of her gripped him even closer. The grip was followed immediately by a universal loosening, then another tightening.

Amidst the climactic contractions of her muscles, Alex remained inside her. He was far from an orgasm. His balls may have been heavier than the five other orgasms in that day would have made him think, but he was far from backed up now.

As soon as Sofia’s cunt was no longer gripping him like a vice, he was back to pounding her. He was plowing her like she was a field in the harvest season, making her virgin soil all his. “Mashtaaaaaaahr!” she screamed, her third orgasm finally making her back arch too much for the kiss to remain. He immediately moved to cover her neck in love bites. “Masteeeeer! Break me, break me, break me moooooooore!”

“Yessssssss,” Tess hissed. “That’s a good girl. Break for our Master.”

“...This is pretty hot…” Yahui audibly admitted to herself, only realizing she had said it out loud when Alex shot a grin at her. The Chinese lady cleared her throat, but did not stop touching herself.

“Fuck, why did I say I would stand watch?” Charlotte whined, the inside of her thighs glistening with the wet trickles she had spread by her standing squirming. To her credit, she was still making sure nothing was unusual around them.

It gave Alex all the peace of mind to just keep on pounding into Sofia. “You and Tess are my property. I’ll take both of you as much as I want. When I ask for relief your only question is how - Right?”

“YE—esssss!” Sofia shouted.

There was more to whisper into her ear, more ideas to present to her that were already bouncing inside her head. How long had she been dreaming of him doing this to her? He would find out later. Right now, even his respectable stamina was coming to its end.

Muscles burned from the constant thrusts and his cock was trembling with the need to release. Which, without a second’s hesitation, he did. Plunging to the hilt into her, he came in the depths of her deflowered hole. As his seed filled her, Sofia had her fourth and final orgasm. Tess and Yahui raced over the finish line to the sight.

Ecstatic sounds filled the open space. All breathing halted, then resumed, ragged and loud. His cock stopped twitching. Her folds continued to wring every last drop out of him.

And then they went right back to making out.