Tomboy Island

Day 11 – Slow Progress 1



Another morning, another dream ended by the sensation of wet lips gliding down his cock.

It was a pair of lower lips this time. Labia parted, as did the twitching folds behind. All embraced him with the snug wetness of a decently aroused woman. He would have said extremely aroused two weeks ago, but his standards of wetness for females had broken the reasonable limits recently. Superhuman stamina and strength did that to a man who could cum endlessly.

‘Not tight enough to be any of my short women,’ Alex thought, playing a little game against himself. The rules were the same as every other day: if he identified correctly who was servicing his morning wood, he won. ‘More of a toned tightness… and she’s somewhat heavy.’

The forthcoming sex slave had begun to bounce on his cock, and she was not shy in doing so. Like all of his tomboys, this one had a very nice ass, round and jiggly whenever she dropped down. Notably, it was not outstandingly large, which further diminished the choices on his list.

‘Among the more muscular and taller women in my harem, likes to be heard, goes directly to cowgirl first thing in the morning…’ By this point, Alex had it narrowed down to four candidates. ‘One of my Latinas…just realized that it is an odd coincidence that all of my Latinas are above 180. Then again, my harem is selected for athletes, so above average height is to be expected.’

The sleeve around his cock clenched. A muffled moan got stuck in her throat. The sex slave knew of his game and was trying to keep her voice at bay to not give away who she was. That did not narrow it down at all.

‘Selana has a way plusher ass and thighs,’ Alex threw that possibility out first. ‘Janette is too much of a cocksucking enthusiast to lead with cowgirl. Evelyn would not put herself on top of me first thing in the morning.’ “Valeria,” he said and opened his eyes.

It would have been quite disastrous for his reputation and her enjoyment if he was wrong.

He was not.

The short-haired, chocolate-skinned, cat-eared climber rolled her hips, her red mouth curling into a light smile. “Good morning, Master.” Her words were more controlled than the smouldering passion in her green eyes would suggest. With his choice now made and his hands grabbing the inwards curves of her hourglass figure, Valeria shook off what restraint she had previously.

The rest of the harem awoke to the progressively louder sounds of the tall, half-black Latina impaling herself over and over again. She was the opposite of shy, gasping and moaning, letting everyone around know that she was getting closer and closer to orgasm.

Alex was close to bursting within a minute. The first load of the day, he always blew quickly. He theorized that sleeping in a room full of nubile women aligned his body’s expectations. That paired with his always full balls being, frankly, heavy in the morning. He did not want to know what it would be like to get up if he had to just let the morning wood fade.

Fortunately, his enthusiasm was matched by females that basked in his musk overnight. Valeria was gasping by the time he gritted his teeth. “I want to feel you cum inside me, please,” she begged.

Alex fulfilled her wish. He thrust upwards, making her large breasts bounce up and then jiggle down. The first spurt of seed into her set her off as well. First was the orgasm she had been holding back until she felt his cum inside her, the second was that cum itself sending a torrent of rewarding pleasure through the readily available cumdump.

In a moment of primal need, Alex pulled Valeria down. In the throes of passion, she was more than pliable and infinitely eager to surrender her tongue to the advances of his. His hand came down on her ass with a loud smack. It remained there, pressing her hips down on his crotch, keeping her and her undulating walls in place while she massaged the thick, long jets of cum from him.

Everyone was watching them by that point. That fact made Valeria’s pussy clench even harder around his girthy rod, show-off that she could be. The final nail on the coffin of sense was when he scratched the back of her cat ears.

Valeria did not explode into a second string of screams or anything. Rather, she melted in his arms, an utterly obedient package that used her upper and lower lips to please him. The moment his body stopped trembling from his first orgasm of the day, he turned their situation around.

Now on her back, she was made his casual relief tool. Rather than a rapid pace, he used the sheathe of her pussy at a pace equivalent to a scenic walk through the woods. She had gotten her load of cum for the morning. Now, her purpose was just to keep him nice and hard while he went through the other rituals.

A wide gaze took in the whole of his harem. Not only did this allow him to take in their nubile bodies in their multitude of stretches, it was also the opportunity to scan for any changes that had manifested overnight. There was surprisingly little on that front this morning. The first difference he spotted was Sofia.

“I might need to make an improvised hairband…” the shy fencer muttered, pulling the cascade of hair over her shoulder. She had always had long hair, luscious brown and wavy, but now it went all the way past her hips. It was a minor change by the standards of the island.

“Aha!” The triumphant shout pulled everyone’s attention to Astrid. Alex could see the change peeking over her shoulders, but she did them all the favour and turned around to give them a nice view of her firm ass - and of the four turquoise wings that sprouted from her upper back. They were insect-like in their make, translucent with veins that ran through them. When she used them, they did not beat, instead scattering green sparkles.

The blonde tomboy hovered upwards a couple of metres, laughed, then showed a strained expression. A second later, she dropped. Alex had already pulled himself free of Valeria’s smug cunt. He lunged and caught his fairy.

“Careful,” he warned her.

“Probably would’ve been fine,” Astrid said, glancing at the very cushioned ground. “That was just a three metre fall onto a mattress.”

“I am not taking ‘probably fine’ when it comes to those I love,” he said.

“Bro…” Astrid muttered, her eyes once more showing pink hearts instead of pupils.

Turning a princess carry into a suspended congress was done swiftly and easily. Her arms and legs wrapped around him, her snug folds embraced his cock, and just like that he was fucking his second tomboy of the morning.

The pace was casual. One hand on her ass kept her steady while he made her bounce in front of him. He explored her wings with the other. His first touch was careful, gentle. She cooed when he made contact with her new addition. The texture of the wings was between glass and ice, smooth and pleasant.

“I think I can…” Astrid whispered between little sighs of pleasure. She closed her eyes and the wings returned to being a butterfly mark on her back. “...magic is so cool!”

“Want to experiment more or cum your brains out?” Alex asked.

“Whichever pleases you more, Master,” the blonde purred.

Feeling like treating himself to an easy victory and her to a very good morning, Alex suddenly and harshly increased the pace. Simultaneously, the mark on her womb burned with passionate heat, setting the entirety of her erogenous zones on fire. In an instant, the fae cocksleeve’s sensitivity was raised four times over.

She was squirting all over his cock within seconds. Her mind needed to catch up with the pleasure she was feeling. At first there were just disbelieving grunts, then her eyes rolled up and she screamed her lungs out in bliss.

It was a wonderful but pretty straightforward affair. He stood there, hammering her eager pussy to the sounds of ‘PLAP!’ and the “Ah!” of watching sex slaves. After several minutes of this, he pumped her full with the second load of the day, slightly less thick and quantitative than the first.

‘I really don’t want to know what it would feel like to start my day without getting 8 hours worth of my cum production out of my system first,’ Alex thought. ‘I wonder if I am physically dependent on that kind of release now… ah well, I don’t intend to find out. I am emotionally all in already.’

“Only 2 changes this morning.” Evelyn inspected her horns and pointy nails. There was clear disappointment in her voice. “At least I am not alone in my lagging.” She looked to Yahui and Blair, who were also unchanged. “I suppose it does just take a bit sometimes.”

“It was probably the oddity that the other changes all happened so quick,” Alex gave his theory. “You’ll have bronze scales soon enough.”

“Bronze? I only go for gold,” Evelyn drawled, then shook her head. “...But yet… bronze does sound right…” She furrowed her eyebrows. “I feel like I have… forgotten something.”

Alex slowly nodded. “Same here… why did I say bronze specifically…?”

No answers to that question, so they did as usual when magic didn’t make sense and just moved on with their day. The next stop on their daily ritual was the bath. After the wreckage of the previous day, it was direly necessary.

Stepping out of the bedroom had them all stop. Where a corridor had been the night before, there now was a luxurious lounge with couches made of huge flower petals and fluffy plant fibres. Awed by the sight, they immediately began exploring, following one of the several staircases.

The Tree of Harem Life was a mansion now. There was no other way to put it. Various common rooms were interconnected by corridors and staircases, spiralling or not. There were more rooms than even their group knew what to do with. Everyone could have gotten knocked up twice and only then would they start running out of private rooms. There were extra beds. There even was a chamber so long and vast, it could be used as ballroom. Perhaps most ludicrous of it all was the indoor pool. An actual pool, ten metres across, filled with crystal clear water.

Delaying the bath, they headed outside. Wondrously, for all that was now inside of it, the outside of the tree had not actually grown that much. Certainly, the width of the trunk had doubled, but Alex estimated that the space within had grown eightfold.

“...I think that’s big enough,” he said.

“Mhm… adequate,” Evelyn disagreed. “We ought to make a throne room - the middle eastern kind. I want to lavish at your feet in a sea of pillows, Master.”

“For whom?” Tess wanted to know.

“Myself,” Evelyn responded simply.

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