Jungle City - Serpent Alley

Story by Malifa on SoFurry

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Summary: Mowgli is in Jungle City, and ends up sleeping in an alley when he can’t find a place to live. He then meets Kaa, who might have a solution for him...one Mowgli will very much enjoy.

Written by Draconicon


Mowgli had crossed the border to Jungle City some time ago, and, well, things had gone about as badly as they could have. In a city of animal-people, there was little opportunity for work, nor was there much in the way of contacts for him. His previous contact with the Wolf Pack had fallen through, and now he had nothing to give him shelter or food or anything else. He had managed to steal a few things over the last few days, running off with to-go orders and things like that, but he’d need something else if he wanted to stay in Jungle City.

Something big.

Mowgli groaned as he settled into an alley for a night of sleep. He could already feel the slight chill that came with the falling of the sun, though it wasn’t so bad as it had been back home. The air seemed to hold onto the heat of the day, and he was sure that it was down to all the trees that were here and there throughout the city. They made everything feel warmer, more like a proper jungle than a city.

[i]It’s just…better here.[/i]

While it wasn’t exactly welcoming to most humans – and Mowgli had hopped the border very illegally – he had every reason to stay. When he did find a job, he would be able to afford something. A house, food, something that would make it so that he didn’t have to go back to the cruel world of man. He could stay here, forever, and find his way with the animal people that called this city home.

He crossed his arms over his chest, leaning his head back. One last look towards the sky let him see the stars that would have been invisible in a human city, and, for a split second, he thought he saw something more. A long body with a strangely-shaped head seemed to be looking down at him from the trees that shaded the alley.

Then it was gone, and he shook his head, closing his eyes. Sleep followed shortly after.

However, that sleep did not last long.

Mowgli woke again to feel something tight around his legs, and then around his chest and his arms. He tried to move one of them, trying to push it away, but no. His arm was actually pinned against his chest. Both of them were. Trying to pull his legs free was just as fruitless, just as impossible.

“Sssssay, now, what have we here?”

And just like that, his eyes were open. He gasped as he found himself face to face with a melding of snake and man, a naga, a creature with a scaly – but still humanoid – face, and two arms rather than a limbless serpent body. The body itself, however, continued down, running down a long tail that was completely wrapped around him. The only things left out were his head and his shoes, and they felt swollen as the snake’s tail squeezed, hard.

“Ah…ah…”

Mowgli wheezed as the air was squeezed from him, the clenching coils of the serpent pressing against him from all angles. He wheezed again as the naga loosened his grip, only to pull it tight once more. The air whooshed right out of him, and the tightness continued, keeping him from getting his air back.

“Ah…”

“Yessss, you are quite the ssscrumptioussss looking human…I could jusssst eat you up…”

Shivering at the idea of losing everything that he had come here to gain, Mowgli threw himself against the coils. He strained with all the power that he still had left in his body, every bit of muscle that he could throw against the coils and the tail. They pressed back, smooth scales against his exposed arms, a little bit of pressure under his shirt pressing against his belly. What little bit of air was left in his lungs puffed out in a wet cough.

“Mmm, but that would be no fun, would it?”

The naga’s coils loosened. Not much, not nearly enough for freedom, but enough for him to get a breath. He gasped, sucking down all the air that he could –

“Then again…”

And then the tail squeezed once more, and it was forced out once more. Mowgli’s body was in full fight or flight mode, heart pumping at full speed, fingers clasping and releasing, his eyes rolling back in their sockets as he stared forward. He couldn’t get the air he needed, and his body was stiffening up as if he was being hanged, or strangled. Against his will, as if he was hanging from a rope, his cock started to rise, twitching in his pants, and the world started to go black in his eyes.

“Look at you. Ssssso ssssimple-minded. You thought that you were ssssafe all alone here? The lawssss of Jungle City would have been on my ssssside if I decided to eat you…”

The blackness continued pressing in, almost completely overwhelming his vision. He gasped, he sucked, he did anything that he could think of to try and pull the air in that he needed, but there was nothing. Nothing in the slightest.

And then, the snake’s eyes flickered.

It was subtle, almost nothing, but there was a tightness to them, a clarity to the color that the rest of the world was rapidly losing. Mowgli stared at them, trying to keep something in his vision, something that was…that made sense…that could be…seen…

The blackness, the tightness rolled over him like some all-consuming pressure, sucking him down and leaving him without a thought in his head. He wheezed, thinking that it was going to be the last breath that he released…

And then the tail let go.

He collapsed to the ground, hitting the pavement with a gasp like a fish out of water. The air flooded down his throat into his lungs, and he coughed. His mouth, his neck hurt like anything, with a fire burning in the back of his throat from how ragged things had become. He desperately tried to roll over, but his body refused to obey, too weak from lack of oxygen.

“There there. You will recover ssssoon enough.”

“Ha…ha…”

“You will thank me, human. I know you will.”

“Thank…you…”

And he did, to his own surprise. But why not? The snake could have eaten him, and yet he’d been released instead. He rolled onto his back, looking up at the creature properly.

The naga was a python sort, with greens and browns across his body that looked like large rosettes, or in some cases, like eyes. His upper body, the part most human, looked fit and strong, with muscles that were strong enough to make the scales pop upwards. There were no nipples on his bare chest, making him look slightly odd compared to a human, but that wasn’t the only thing to draw the eye.

No, it was the head. Long and flat along the top, the great naga had strange, bright eyes that belied the earthy colors of his body. He swayed from side to side as he slithered closer, and Mowgli groaned as he tried to sit up, tried to look away.

The eyes sparkled again, and once more, the snake spoke.

“You will ssstay there, won’t you, human? After all, there issss nothing for you out there. Not thissss late.”

“I…Yes.”

He nodded. It was self-evident, wasn’t it? The city didn’t want him here, and it was only going to get him in trouble to leave the alley. Whatever mischief that the snake had in mind, he could handle that.

He had handled everything else, after all.

The naga chuckled, nodding to himself almost like he had accomplished something. Mowgli snorted.

“What do you want?”

“Ah, it issss not what I want, but what you want.”

“I want –”

“And you, human, want usss to be the besssst of friendssss, don’t you?”

Before Mowgli could complain or protest, the snake’s eyes sparkled again. Green, blue, red, green, blue, red. They were almost like rings of sparkles and light, and just like that, his attention was distracted once more.

He blinked when it was done, surprised to find that the naga had come even closer. Surely, that had only been a second’s distraction, not enough for…for…

But why was he bothered? The naga was a friend. He could allow a friend a little space. He smiled.

“I guess we are.”

“The besssst of friendssss, yessss?”

“Heh, yeah. Best friends.”

“And friendssss of a ssssnake dessserve to be held.”

Held. Despite the fact that he had just been in the snake’s coils, despite knowing what they had done to him – almost killed him, as a matter of fact – Mowgli couldn’t help but smile in anticipation. But as he took a step forward, the naga – Kaa, he realized – stopped him with a gentle tap of the tip of his tail. The human cocked his head to the side in confusion, trying to understand what was going on, and Kaa chuckled.

“No, no, that issss not right.”

“What do you mean?”

“Well, a ssssnake’ssss friend knowsss the pleassssure of coilssss.”

“I do, I do.”

“Then why would you hold back? Take off thosssse clothessss ssssilly human,” Kaa said with another flicker of colors.

Clothes. What was wrong with him? There was every reason to leave those behind, every reason to stay naked. Just because the Jungle City population bothered to wear clothes –

But wait? Why would he –

Kaa leaned forward, eyes flickering again, and the snake’s voice filtered down, filling his ear.

“It issss good to ssshow your body, human. It issss the only thing of value that you have, isssn’t it?”

“Yes…the only thing of value.”

“And it will feel so much better…to be held…naked…”

The colors made it make so much more sense, and in short order, Mowgli was pulling off his t-shirt and his jeans. They hit the ground, and he kicked off his shoes and socks, too, leaving him barefoot and nearly naked. The only thing left was his red briefs, barely enough to cover him down there, though that was more due to the firmness of his ass than anything that he was packing in the front.

And Kaa seemed to realize that, he thought. He blushed a bit as the naga looked down at the front of his briefs, then looked back at him. The colors returned, and he groaned, feeling almost like they were doing something to him, something…something that made him hard…and soft…hard-cocked, soft-minded.

The naga’s words followed, making it impossible for him to think.

“You want to be naked. To be naked feelssss better than being clothed…”

“Feels better than being clothed. Yeah. Yeah, it does!”

And with that, the red briefs hit the floor just like the rest of his clothes, leaving him completely naked. Mowgli stood there without a hint of shame, at least for the moment. After all, it was just Kaa looking at him, and the naga was his friend. His best friend.

He stood there as the great naga slid around him, slowly coiling around his ankles. The pressure of the scales and body of the snake against him sent a shiver up his spine, something that he had known to expect and was yet surprised by.

“Mmmph…”

“Yessss, human, enjoy the touch of my sssscalesss.”

And he did. He did more than he expected, his shaft slowly rising up from between his legs. By the time that Kaa’s coils had reached his knees, he was fully erect, staring forward like a happy little boy, feeling his cock bobbing up and down again and again as those scaly coils reached further and further up.

“Ah…ah…”

“You enjoy thissss, human. You enjoy thissss more than anything that you have felt in your life.”

“I enjoy this more than anything I’ve felt in my life, Kaa. It feels so good.”

“You are weak, human. It feelsssss better to let me be in charge. Better to lissssten to Kaa. Better to let me tell you what to do.”

His head followed the naga’s around, drawn to the sparkling colors, made to stare into those brilliant eyes. And why not? Kaa was speaking sense. He had lost all control of his life while living here in Jungle City. He needed to be told what to do so that he didn’t mess it up even further.

As he nodded, the coils rose further, further, and further still, soon reaching his upper thighs. As the snake brushed around him again, that tail brushed under his balls, tugging the hairless sac along for a moment. Circling around, the coils pressed against his bare butt, rubbing it, too, feeling the firmness back there.

Around again, and again, each time covering more of him. Mowgli moaned as his shaft was trapped between two of Kaa’s coils, held there helplessly, and made to feel the slow passage of soft scales against his shaft. He moaned, biting his lips as he felt the pressure against his shaft, and then again against his rump, the snake squeezing his lower body quite firmly indeed.

“Ah…ah…”

“Ah, quiet, little human. Quiet…quiet assss a mousssse.”

And so Mowgli was.

He was vaguely aware of someone passing by the end of the alley, and for a moment, his cheeks burned in worry about being seeing. What if someone did look down the alley and see him stripped to his skin, his cock throbbing hard, his bare butt held by the snake’s coils? What if, what if, what if?

And then the moment passed. The figure, no more than a fox, disappeared from the corner of his eye. His heart slowly started to calm down again, only for Kaa to chuckle.

“It ssseemsss that the human issss a little scared of exposure,” the naga said.

“I…I’m sorry, I just don’t like a lot of people seeing me.”

“Why not?”

“Because…well, it’s embarrassing.”

“Issss it?”

Kaa’s eyes sparkled again, and Mowgli groaned.

“I’ve never shown off before.”

“But your body issss the bessst thing you have. A sssssmall cock, to be ssssure, but you have a fine assssss, and one that issss worth ssshowing.”

A fine ass…worth showing…

Mowgli had never imagined his ass being worth much of anything, but as soon as Kaa said that, he realized that the naga was right. He had a damn fine ass and one that would be well worth showing off. He was sure that people would pay to see something as fine as his, and no doubt about it.

The coils squeezed, and he moaned as Kaa kept whispering to him, those sparkles pulling his attention back to the snake’s eyes.

“And becausssse it issss better than your cock, issssn’t it sssso much more ssssenssssitive?”

“Oh, yes. Oh yes!”

Mowgli moaned as he felt the coils squeezing at his ass, feeling them pulling at the cheeks, pushing at them, and then even parting them. The feeling of the coils rubbing along his rump made him gasp with need, and his eyes rolled back in their sockets as he felt it getting stronger and stronger.

He arched his back, pressing his hips and his ass back against the snake’s coils. It pulled his cock free of the ones pushing against him upfront, but it made the ones squeezing him from behind feel all the better. The human shivered, curling his toes under the snake coils around his ankles, and he panted as he dripped with need.

Kaa’s coils slid around him, running up over his waist. Every now and then, the coils would slip down around his cock again, almost like a tease, but Mowgli never enjoyed it as much as he did when the coils pulled on his cheeks just right, or the rare occasion when one would pull them apart and a bit of the scales would slide between and touch his hole. The sensation was always better, making him think of other things, things that had never passed through his mind before.

What would it feel like to get fucked?

That question popped into his head, and it refused to leave. He started to wonder how it would feel to allow that tail to push between the cheeks and –

“I like what I feel, human…but I want to feel more.”

“Huh?” Mowgli said, panting as Kaa swiveled to look him in the eye again.

“Are you a virgin, human?”

“Mmmph…yes…”

“Ah, then you musssst allow me the gift of breaking you in.”

“A…gift?”

As horny as he was and as hard to think as things were getting, Mowgli had a hint of understanding there. He knew that it was more than he should be doing, something that would be going over a line that he had yet to cross. He should say no. He should decline. He should –

The sparkles came up again.

“You sssshould let me give you thissss gift.”

“Nnngh…gift?”

“Yessss, the gift of ssssex…of taking your virginity…of breaking you in…”

Mowgli shivered as he felt the coils shift, feeling his feet leaving the ground. It was such an intense feeling, such a powerful moment of the snake’s display of strength. His legs were shifted around, coiled up, pulled to the side, and he could feel his cheeks being parted by the naga’s hands.

Oh, the feeling of the night air on his sensitive hole was sending him right up the wall. He moaned, his cock hanging against his belly, dripping pre-cum.

“Allow me…to give you thisss gift.”

“Yes…give me the gift…break me in…”

He was so high on his own lust that he barely noticed when Kaa moved, the great naga shifting around. His lower body was still bound, but he felt a gap in the coils that surrounded his ass. For a moment or two, he felt almost in agony from the need that had been built up in his mind, and he wished nothing more than to be rutted and broken in, to feel that something, something like a great cock, sliding in and breaking him.

And then, he got it.

“Ah…ah…AH!”

Mowgli moaned, his skin heating up, his body sweating as he felt that tip rubbing against his hole. Nudge, push, nudge, push, nothing more than the slightest of pressures, but he was so needy and so eager that he pushed back despite himself. The coils tightened, pinning him in place, and he was left helpless as the teasing continued.

“Please, please, Kaa!”

His begging fell on deaf ears as the naga continued to keep it to a teasing pace and no more, thrusting and sliding between his ass cheeks, almost sliding in before pulling back, then doing it again.

And again.

And again.

Each time, he felt his cock throb all the harder, his need growing. His toes curled in desperation and he whimpered like some back-alley slut. Was he one? He felt like he might be, for Kaa.

The snake’s cock finally slid past his rim, and he moaned out as loud as his tongue would all. The further it went, the louder he got, and the higher-pitched. The chuckles of the snake behind him filled his ears, but it didn’t matter. He needed…more.

And more he got as that long, cone-shaped shaft continued to slide into him, filling him bit by little bit. Further, deeper, further, deeper, until he felt the coils pressed against his ass and the tip lodged somewhere deep in his guts.

“Ah…Ah…”

“Issss thissss what you expected, human?” the snake asked.

“Ah…more…so much more…”

“Are you ready, human?”

“Yes, Kaa, please, give it to me! Break me in!”

And so he was. The snake pulled back, but only halfway before slamming in again. That pointed tip tickled his depths, and he groaned as he felt it stirring him up, shaking him, and shifting him from side to side. He gasped for breath, moaned for more, his eyes rolling back in their sockets as he was held suspended and fucked by the great serpent. In, out, in, out that cock went, and he gasped for breath as little sprinkles of pre-cum were milked from his cock.

He arched his back as Kaa hilted him again and again, feeling the pressure inside rubbing against that little pleasure button inside each time. He arched his back and moaned, his mouth hanging open, his eyes all but consumed with the colors that were coming from Kaa’s eyes, swallowed in whatever the snake wanted of him.

“You are Kaa’sssss belonging,” the snake whispered.

“I’m yours…all yours…”

“You’re horniesssst…when with me…”

“Horniest…when with…you…”

“You want to cum.”

“Ah…please…I need to cum…”

“Cum for me…”

The human did, moaning as he felt his balls rising and his seed shooting. His cock throbbed hard as he spilled his load all over his belly, little white strings painting his dark skin. He shivered, panting, huffing, puffing, his face burning red from the fuck, but his body feeling like it needed more.

Thankfully, Kaa had much more to give.

The snake never stopped thrusting, always giving him another hammering thrust, another ramming hilt. He would have thrust back against the snake’s coils, against his cock, but that was forbidden. He was bound, pinned.

He belonged to Kaa, and Kaa would use him as he saw fit.

The human’s mind started sliding away, consumed in the pleasure, and loving it. He barely realized what was happening, that there were those that passed by and stopped to look and then moved on. There were those that walked closer, talking to Kaa for a moment or two, then leaving. They were all talking about him, asking about what it would cost to have him, and Kaa would whisper something back and they would leave.

It somehow made it all the hotter for Mowgli.

Finally, Kaa hammered home one last time, and when he did, Mowgli moaned as he felt the spurts begin. One, two, three, four, five thick ropes filled his ass, and he felt his tongue hang out from the sheer bliss that came with finally being filled. He slumped back against the coils, the energy all but drained from him after the hard rut.

“Wake up, my human. You did not think that was all that I would require, did you?”

“Tired…”

The colors returned, and Kaa whispered that surely, he wasn’t really tired. He had only just started, and it would be a shame to leave his best friend hanging. Just like that, life returned to Mowgli’s limbs, and he leaped to his feet.

“Come with me,” Kaa said, nodding for the human to follow. “Ah, and leave your clothessss.”

“I…my clothes? Why?”

“You do not need them. You need to ssshow off,” the snake reminded him, and Mowgli smiled. “Good. Now, come with me.”

And just like that, he felt no need for the clothes. He felt good walking down the alley in the nude, his ass shaking back and forth, dripping with his best friend’s seed. The fact that he was leaving droplets and even footprints of cum slime on the ground didn’t bother him. In fact, it felt rather naughty, rather sexy.

They walked around the building and then into another. The lack of street lights meant that there was nobody to see him, and he almost wished there were.

Inside, he realized that he’d been walked right into a club, and a strip club at that. There were monkeys dancing on the poles, as well as a panther and a bear. They swung their hips back and forth, then turned to show off their asses, bouncing their hips to make them shake and bounce.

They danced so hard that he almost thought that there should have been an audience, but there wasn’t. Instead, they just danced, throwing themselves into it with such fervor that they seemed to lose themselves completely in it. Here and there, he could see some that had eyes that spun with the same colors as Kaa’s, but before he could look too hard, Kaa pushed him forward.

“On ssstage, human.”

“Why?”

“That’ssss your new job.”

“What…what is?” Mowgli asked, cocking his head to the side, struggling to think and understand.

“You are mine now, human, and you have…a sssufficiently nice body for the job. You will dance, and teasssse, and sssshow it off to thossse with the money to pay.”

“Show…off…”

The slight fantasies that had started building in the alley were in full swing, now, begging him to give in and just take the job. Yes, the idea of showing off his body a night ago would have been horrifying, but now? Now, he knew he had a good ass, and a great one, considering that Kaa had gone through the trouble of fucking it. Yes, he was worth paying money for. His ass was worth buying.

He swung his hips to the side a bit, feeling his cock and balls swinging along with it. He barely paid attention to either. His ass was where his best assets were at, and he would be one of the only humans in Jungle City. Kaa would make money with him.

He wanted to make Kaa happy.

He wanted his best friend to be happy.

The more that Kaa stared at him, the more that he sank into music that only he could hear. No sound pumped through the building, but at the same time, it echoed through his skull, giving him the rhythm and the beat. He started to pound his feet, to shake his ass, to put his body on display for Kaa.

All for Kaa.

Everything for Kaa.

His cock throbbed despite his earlier orgasm, and he slowly went to his knees, a man that was bowing before the beasts. He lowered his head almost to the stage floor, panting softly, stroking his shaft as he slowly rose back up. His body was on display, begging the snake, the other strippers, anyone that came by to look at him.

“Good, human, good,” Kaa hissed.

“Th-thank…you…”

“Ssssstroke. Dance. Sssshow.”

And that was exactly what Mowgli did, dancing for hours until his body collapsed, and he was taken away to rest in Kaa’s coils. And then, that night, he would do it all over again.