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The First Time	By : Tdrake Category: Pokemon > General Views: 11806 -:- Recommendations : 1 -:- Currently Reading : 0
Disclaimer: I do not own Pokemon, that belongs to Nintendo. The only things I own are the Human Characters in my story that I personally created. I do not make money off of this.

Chapter List
- 1-The First Time
- 1
Today was the day, Jake thought to himself as he walked home from school on a sunny Friday afternoon- he was finally going to try it.
Jake was the epitome of what many people would refer to as a "late bloomer". He was young, had just started high school, and had absolutely not experience in the relationship department. It wasn't that he wasn't interested in girls, he certainly was, he just never found the right opportunity. All the girls he liked in middle school either had boyfriends, or were totally out of his league. It wasn't like he was bad looking. His blonde hair and green eyes, combined with a pair of slim glasses that framed his face just right, had managed to catch the eyes of a few girls in his class, but nothing ever came of it. So he decided to take it slow, to ease his way into a world that he had never experienced before, starting with what he was going to do today.
Today, he was going to masturbate.
Nothing glorious, he knew, but it was a start.
And a start was much better than what he had right now.
The walk home was agonizingly long. Each step only seemed to add to his excitement. He had been planning this for a week. It had to be done covertly he told himself, at the perfect time. Finally, after what seemed like an eternity of waiting for an opportunity, one presented itself.
His parents were going out of town for the night. He would be alone.
By himself....
For an entire night.....
Jackpot!
Once the plan was in place, years of desire, of frustration that he hadn't ever really acknowledged before began creep back. He began to loose focus in school, thoughts lingering on the research he had done beforehand.
He was beyond eager.
But he knew that it had to be done right. If he wasn't careful, he would be caught, and that would be one embarrassing conversation...followed by what was sure to be an eternity of catholic preaching.
Jake banished the negative thoughts and continued walking. After what seemed like an eternity, he turned the corner into his cul-de-sac and over to his house. The grand two story tan building stood before him as he wiped his feet on the mat, unlocked the front door, and quickly entered.
"Mom?.....Dad?" he asked, looking around the house.
No answer, and it looked like no one was home.
Until he heard a noise in the room next door.
'No No No Pleaaaaaase!' he thought to himself as he heard the noise getting closer and closer.
Determined to see who it was for himself, Jake quickly moved away from the door and around the corner nearest to the living room. Just as he was about to round the corner, a massive force slammed into his stomach, sending the boy to the ground.
Jake gasped in surprise, trying to force air back into his lunges as his attacker moved over to his face.
And licked it.
Relief and air managed to flow back into him at the same time as he wrapped his arms around his pokemon, his face receiving the brunt of her offensive.
"God Jenna!" he cried in relief, laughing at the pokemon's excitement. "You scared me!"
If Jenna realized what she had done, she showed no response to it. Instead, the ninetales nuzzled into his face, whining at the lack of attention that had been paid to her while he was at school. Jake laughed again and began rubbing her, cooing at how good a girl she was.
Jake had known Jenna for only a short time. A few months ago, when his mother returned to work after a brief layoff, Jason found himself home alone a little more often. It wasn't all the time, but his parents knew that there would be weekends where he had to be left home alone, and so, after plenty of begging and pleading on his part, they decided to get him a pokemon both to keep him company and to secure the house. While his mom and dad had assumed that he wanted a younger pokemon, Jake surprised them when he told them he wanted to go to the local pokemon shelter.
---One year earlier----
When they got there, Jake was left alone to choose which of the many different types of pokemons he wanted, and the boy wasted no time in examining all the different types. Of course, he had done a lot of research ahead of time, and so he had particular types in mind, but as he stepped into the open enclosure at the back of the local shelter he instantly became the center of attention. A handful of pokemon of various breeds rushed for his attention, begging to be played with. Jake was happy to oblige. After a half an hour, Jake was exhausted and most of the other pokemon had let him be to go back to playing with each other. One, however, was still adamant for his attention. A female pyroar, quite big in stature but lean and muscular in form would run up to him whenever he stopped playing and nudged him, an indication that she was far from done with their game.
"She likes you." An older employee said, a smile on her face. The Pyroar nudged again and licked Jake's hand.
Jake smiled as he pet the pokemon, who came up past his hips.
"What's her name?" he asked, running his fingers through the longer hair of her mane.
"Ellie" the worker responded, "she's very outgoing."
Jake laughed as the pokemon continued to vie for his attention.
"She came in with that other pokemon over there." The worker said, pointing to a ninetales a few yards away.
Jake had seen the ninetales before, right when he had come in, and found himself drawn to her. But the pokemon would have none of it, refusing to move closer to him despite everything he did to try and coax her out.
"She's very shy, that one." The woman commented, moving on with her chores.
Jake sighed as he continued to play with the Pyroar. Ellie was grateful for the attention and Jake found that he really did like her, but there was something about the ninetales that pulled him towards her. Maybe it was the challenge. He pushed the thought out of his mind as he threw the toy yet again for the other pokemon to bring back. No matter how many times he threw it, she always zoomed after it, bringing it back with an impressive speed. Eventually he collapsed on the ground, exhausted. Ellie padded back over to him and sat by his side.
"You win!" he said jokingly, scratching the giant pyroar behind her ears. "I give up!"
The pokemon purred happily, tongue hanging out while he pet her.
Jake looked over again at the ninetales, who was watching him as well. He had covertly moved his playing back until was a little more than a couple of feet away from her, where he currently sat. Gingerly, he reached a hand out to her, palm upturned.
"You wanna come here?" he asked her directly, making his voice sound as friendly and non-threatening as possible. The ninetales looked at his outstretched hand, but did not move. Jake sat there for a while longer, a contented Ellie on his other side.
"Please?" He asked innocently, hand still outstretched. Still the ninetales did not move. Jake turned his head away with a sigh, depressed, He had really liked the ninetales. He was about to put his hand down when he caught movement out of the corner of his eye. Turning his head, he flashed a massive grin as the ninetales slowly moved towards him. Her head was lowered and her blue eyes locked with his.
He held his breath, scared that any sudden sound would scare her off. It seemed like it took forever for the pokemon to make her way over to him, but when she finally reached his outstretched hand, she tapped her nose on the underside, and gave it a gentle lick.
"Good girl!" he cooed, softly, still afraid of scaring her. The ninetales waved her tails a little in response, then walked the rest of the way over to him, putting her head in his lap.
Jake beamed as he brought his previously outstretched hand back to pet her, showering her with affection.
"Well I'll be damned!" he heard the same employee say from a few feet away, "No one's been able to coax her like that! Not even the employees!"
Jake smiled, quite proud of his accomplishment, but a whine brought his heart crashing back down to earth.
Ellie.
Jake's face dropped as he looked back over to the pyroar he was still petting subconsciously with his other hand. How was he going to be able to choose between them?! Ellie had been stuck to him since he got here, but he had just won over the ninetales! It wouldn't be fair to Ellie if he left her behind, and the ninetales had made a connection with him, one she had yet to do with anyone else! Jake only had one option in his mind,
He had to take them both.
It had taken some serious begging and promises to his parents in order for them to agree to one pokemon, but two?!
Still, he had to try.
As he gingerly moved up off the ground and over to where his parents told him they would be waiting, he smiled as both pokemon followed him.
"What's her name?" Jake asked the employee, gesturing to the ninetales that now followed him.
"Jenna."
--Present---
Jake smiled at the memory, fingers still running through the ninetales's thick coat. A few seconds later, another set of paws could be heard running through the house, quickly approaching the pair. Soon, a gorgeous flowing red and yellow mane rounded the corner as Ellie too came to greet him with licks.
"There's my other girl!" Jake laughed, the fur of both pokemon soft on his hands.
His parents had agreed to the adoptions relatively easily, especially after seeing how attached the two pokemon were to him. Once he brought them home though, they started getting more accustomed to their new surroundings and their mannerisms began to change. Ellie still had a lot of energy, but she spread that energy out over every member of the family. She was the family pokemon in everything she did. Although she still harbored a little more affection for Jake, she was still loving and protective with both his mom and dad.
Jenna was quite different. Although a more permanent environment and healthy amounts of love had helped the ninetales beat some of the shyness that plagued her, she was without a doubt Jake's pokemon. He was the only one that could get her to fully interact with him. The only one who could coax her out when she was scared. Their bond had grown stronger over the past couple months and she would often only sleep on his bed. His parents had given up on trying to get her affection. By adopting both of them, his parents got exactly what they wanted, a companion for him, and a guard for the house.
"Come on girls!" he said, getting back up, "Let's see if Mom and Dad are home!"
The pokemon followed him through the house as he checked all the rooms and the garage, just in case. He may have been paranoid, but at least he was sure.
When he was certain that no one other than the three of them were home, Jake told the pokemon to go play as he headed up to his room.
Each step up the stairs increased the speed of his heart.
Finally he was alone! There was no one who could see him! He was free.
For the whole night!
His breath quickened as he opened the door to his room and looked around for the required materials.
"Kleenex...check!" He said surveying the items he had gathered next to his bed, mentally taking inventory so that he wouldn't have to move around the room after he was done.
He was nervous, a few shivers running down his spine as he realized that he was finally ready to do this. Slowly, he moved back across the room and turned off the lights. His blinds were already shut, so what little light shone through them was all there was to illuminate the room. Carefully he moved onto his fairly large bed and removed his shirt, throwing it to the side. His hand lightly traced his chest, tickling the hairs as he stroked. His breathing sped up a little as he closed his eyes and imagined it was Julie, one of the cutest girls in his class, who was straddling him, stroking his chest. Julie, with her auburn red hair flowing down right past her shoulders.
He imagined her bright blue eyes locking with his before she bent down and kissed him, locks of her hair resting gingerly on his face. He kissed her back, tongue pressing into her warm, wet, inviting mouth. She moaned into him, removing her shirt and bra until her chest was bare. Jake, guided by her hands, cupped her firm B cup breasts. They parted just barley for a moment to regain their breathing, as he held them, each breath hot on the other's cheek. He teased her nipples with a light pass over from his thumbs before swirling them around. She moaned into him again, slightly louder this time, before consuming his lips with hers again. This time she was more in control, more resistant to his touch. As she pushed her tongue past his lips and into his mouth, she reached a hand down his chest and under his pants.
He quickly pulled his pants down, the bulge against his boxers showing how much he wanted her. She grinned into him as she teased him through its fabric, brushing her hand against it and swirling her thumb on where the cloth was damp.
"Julie!" he moaned into her, hips thrusting instinctually at her touch. She gave him a few more light traces before she allowed him to remove his boxers.
"You're so hard..." she grinned, breaking the kiss yet again to tease him. Her hand finally met skin. He gasped from the sensation as pleasure shot up his spine. His whole body responded to her touch, his heart beat fiercely in his chest as she slowly stroked him up and down. Her hands were so soft! It felt like all the heat in his body was focused where her hand touched him.
She removed her hand from him for but a moment in order to remove her jeans and panties. He could feel her moisture as she straddled him again, her entrance pressed against his stomach. Her hands found him again as she started grinding against his skin.
Only this time, her strokes were different. It was like her palm was pressing against the underside of him, each movement pushing it.
He refocused and soon she was pumping him again, but this time she focused majority of her attention on his tip. His hips thrust upward almost on their own again, acting on a primal instinct he didn't even know he had. Still she focused on his tip. His body felt as if it was burning with desire, but still she pumped harder.
"Something's happening!" he told her, feeling his pleasure build to a level he had only read about before.
This was so much better than they way it was described on the internet!
"Julie! I think I'm gonna...gonna!!!" he told her as he fought to hold off what was about to happen. Julie's hand felt too good on him, stroking harder and more intensely. As he focused more on the sensation, it suddenly seemed out of place to him, wrong. It almost felt like she was.....
licking him.
Opening his eyes back to reality, Jake's whole body froze as he suddenly realized that he had forgot to shut his door.
He wasn't the only one in here!
Standing between his legs, licking his tip with a frenzy that had only been matched by his hand earlier, was Jenna.
"Jenna!" he said, moaning as another jolt of pleasure flashed through his body. "What are you doing!?" he asked, hands pulling back from his shaft in an attempt to stop what he knew was about to happen.
But it was too late. He was already far too close to the edge to stop now, and Jenna showed no sign that she was going to. In fact, with his hand now gone, she was free to lick him entirely, which she did with reckless abandon. Jake shut his eyes tight and gripped the bed sheets, powerless under the ninetales to do anything. Her tongue felt so good! It was as if her tongue knew all the ways to please him, and try as he might, there was no holding back.
"Jenna!" he moaned, "I can't stop it! I'm gonna....gonna......cuuuuum!"
With a final thrust upward, he exploded. Wave after wave of pleasure erupted through his body as he shot his seed into the air. Jenna renewed her attack on his tip, prolonging his pleasure and gathering some of what shot out of him. He curled his toes as she focused on his tip, lapping up each new wave, and allowed her to finish him off. Each lick brought with it a fresh shot of cum as he lost count of the number of times he fired. To him, it seemed like hours before it finally ended.
About ten seconds later he was spent. Jake was glad he was lying on the bed, because it was able to support his now weak knees. Opening his eyes, he surveyed the damage.
His stomach and chest had gotten the worst of his shooting, but miraculously, nothing had gotten on the bed sheets. Jenna, who continued to clean off his shaft, was also untouched, her tongue likely gathering what would have landed on her or the bed. Jake was about to say something to the ninetales, but he heard noise from the hallway outside his door.
"Ellie! No! Wait!" he tried to say, seeing the other pokemon now just outside his room, but the pyroar's excitement got the better of her, and she ran into the room and jumped on the bed, her tongue licked his face excitedly.
"Ellie! No! stop!" he tried to say, but he had opened his mouth to protest a very energetic licker, and as a result her tongue slipped into his mouth for a few seconds. Jake's eyes went wide yet again as Ellie's tongue brushed against his for a fraction of a second, before she stopped licking his face and caught a smell that made her leave to investigate.
Ellie sniffed Jake's chest and stomach, now painted with his cum, before giving the goo a small lick. The Pyroar must have liked the taste, for she started lapping at his chest and stomach eagerly, cleaning him off in the same way Jenna had. The ninetales, after finishing off his now softened self, joined her and the two pokemon eagerly licked what remained, sending renewed shivers down his body.
"I....I gotta take a shower!" Jake exclaimed, his voice laced with panic. Quickly he moved off his bed and away from the pokemon, who watched him practically run to the safety of the bathroom. Both pokemon remained on his bed though, licking their lips.

As water cascaded down his head, Jake closed his eyes and let the shame wash over him.
He had just let his pokemon lick him off!
His eyes shut tighter as he replayed the same moment over and over again, the moment when he opened his eyes and saw Jenna, tongue lapping his shaft with vigor. How long had she been there? He couldn't say, he had been so wrapped up in his fantasy. The worst thing though, the thing that brought an increased pounding to his chest and quickened his breath,
Was that he had liked it....
A lot.
Jake sighed as he began cleaning his body, soap and water mixing as it ran down his legs and into the drain. He would never be able to look at the two of them the same way again. Even thinking about it now brought a slight blush of embarrassment to his cheeks. Yet his mind, now more open to the desires of the flesh, could not stop thinking about the possibilities. He was alone with them for the rest of the night. How in the hell was he going to be able to control his thoughts? Fight these new desires he never even knew existed?
As Jake turned off the running water and exited the shower, he still didn't have an answer.
----
Things were super awkward in the house after the incident. Jake tried his best to avoid the pokemon, and had managed to finally take his mind off of it long enough to complete his homework. He made himself a quick peanut butter and jelly sandwich as a light dinner and had moved on the couch to watch TV as he ate. It was getting late, the sun had set about an hour ago and now except for the slightly dimmed kitchen light and what was provided by the television set, the house was completely dark.
Jake took another bite of his sandwich as he continued to watch whatever was on, glad for the distraction it offered him from his thoughts.
Well...for the most part.
Suddenly, he heard a sound coming from the other room, and seconds later he jumped slightly as a form jumped on the couch to join him, hungry eyes following his dinner with great interest.
"Jenna!" Jake exclaimed, a little more nervousness in his voice now.
The beautiful ninetales advanced on him more slowly, eyes still trained on the sandwich. Thankfully, Jake had realized her real target in time to move his food away from her reach. He grinned in victory as the ninetales gave a slight whine of disappointment.
"Oh don't give me that!" he grinned, a little more relaxed as he reached out a hand to pet her. She nuzzled his outstretched hand, giving it a few licks before moving closer to his face.
Her tongue on his skin caused him to tense up again, his memory flooded with how good that particular tongue had felt on a very different part of his body earlier. While he had tensed, lost in thought, Jenna continued her affection, lapping at his face happily.
Jake couldn't move, all the signals in his brain were firing like crazy. His heart beat faster and he opened his mouth to help control his increased breathing. Unfortunately for him, the ninetales could smell the peanut butter on his breath, and moved to investigate. Within seconds, she was lapping directly into his mouth, tongue trying to get any of the left over peanut butter.
"Mmmm" Jake moaned as Jenna pushed her muzzle against his mouth, tongue pushing deeper and deeper. Giving himself over to the intensity, he moved to lay down on the couch, the ninetales not missing a beat from her position above him. He brought a hand to rub the soft white fur on her head and neck. The other ran down her chest almost intuitively, seeking a target as if she were a human.
Eventually he found it. It was different than what he thought it would be. Experimentally, he ran his thumb along it slowly, careful to swirl it around at the end. It was soft, and as he continued to play with it, Jenna stopped licking, her tails jerked violently. At first he thought that she didn't like it, but soon he felt moisture on his thumb and gathered it up along his index finger.
Making sure his index finger was pretty well lubricated; he traced her outline one last time before he slipped his finger gently into her folds.
God she was so warm!
"nine!" Jenna whimpered into him as his finger explored her. She was soft, and warm, and Jake couldn't help but imagine what he would feel like inside her. If he felt any of the shame he had felt earlier, he chose to ignore it. He was too horny to care, and he really cared for the ninetales. If he could make her feel the same way she had for him, then he was all for it.
Jenna humped desperately as he continued to explore her, his teasing proving too much for the ninetales to handle.
Jake inserted another finger, then another as she humped into him. Her walls squeezed his fingers hard as they pumped in and out of her. His other hand explored her fur as they continued to kiss. When the eventually broke apart, he panted as she licked his neck. She was past searching for the peanut butter now. It was as if she were encouraging him with her tongue, expressing her affection and hoping to give him some pleasure. By now the two were more than ready, but he really had no idea what to do. He had seen pictures before, but never with a pokemon.
He moved off the couch and out of her. Standing, he removed his shirt and pants, tossing them to the side of the room. Jenna watched as he disrobed in front of her, licking her maw. The sight of her caretaker naked only fueled her desires. The ninetales didn't know how much she wanted this until he started taking his clothes off. When he was finally exposed to her, she got up and moved in front of him, sniffing at his now exposed member. After giving it a few tentative licks, making sure it was nice and wet, she moved back towards the couch. Jenna jumped partially up onto the furniture, her front two paws on the couch while the rest of her slim body stretched to the floor. Her tails parted slowly, invitingly as she turned her head to look back at him.
Jake gulped as he watched her open for him. He could see her entrance, all wet from his teasing. Slowly, he moved over to the ninetales, still unsure. He wanted her, wanted her badly now, but his inexperience and nerves were getting the better of him. His heart was thumping hard against his chest, but he brought one of his hands to her haunches and gripped the fur tightly, running a few strands through his fingers. Jenna grinned at him as he used his other hand to guide himself to her entrance. As his tip touched lightly against her now soaking wet entrance, he hesitated.
'Am I really about to do this?' He thought to himself, second thoughts and doubt filling his mind.
Jenna would have none of it. She wanted him inside her now. With a yip, the ninetales pushed backwards, taking him all in one move. Jake moaned, eyes shooting open in pleasure as he was enveloped by the same warmth his fingers were earlier.
Both hands now gripped her hips as instinct began to take over. Slowly he pulled himself out and pushed himself back in, testing what angle worked best. He made sure to brush past the nub he found, as that caused her to let out another yip. After a few more experimental thrusts, he began picking up the pace. The ninetales panted as he thrust into her again and again, pushing her lithe body forward. He loved the way she felt under him, her walls shaping and molding around him. Each time he pushed inside her brought new tingles of pleasure, so he thrust harder and faster.
"God Jenna! You're so tight!" he moaned as her walls attempted to keep him inside of her, to milk out the seed that would claim her as his.
A few of her tails played against his bare chest as he penetrated her over and over again, the soft fur only fueling the sensory overload. He was getting close, he could feel it.
"Jenna! I'm getting close!" he told her, trying to hold back the building pressure. Everything was happening so quickly! Jenna pushed back against him, giving in to her own pleasure.
Jake grit his teeth and shut his eyes tight as he matched her thrusts in both speed and intensity. Jenna was wild was desire, tongue lolling out of her mouth. He thought he would be the first to cum, leaving her unsatisfied because he lacked the experience, the stamina to pleasure her correctly. Those thoughts began creeping up more and more, when suddenly, Jake felt her walls grow even warmer, sending renewed waves of pleasure-like heat through him.
"So warm!" he moaned, toes curling as he felt his pressure growing. He couldn't hold it back, not any longer.
"Jenna...jenna!!!" he moaned, pushing deeper and deeper into her.
Without warning, the ninetales came, howling as her walls clamped around him.
"God!" Jake gasped. The sensation was too much for him to handle. Giving one last powerful push, he hilted himself in the pokemon and exploded. Jake didn't have much, given his earlier activities, but what he had shot deep into the ninetales, coating her walls, claiming her. Jenna ground her hips against him as his he saw stars.
This was so much better than before! He thought to himself.
As he lost himself to the pleasure, her walls milked the last of what he had from him. After a few seconds, Jake pulled out and collapsed onto the couch, exhausted. He felt great, but completely spent, and from the looks of it so did Jenna. The ninetales jumped back on the couch a minute later and rested her head in his lap. Jake smiled as he pet the soft, slightly moist fur on her head.
"Some first time huh?" he asked her, smiling as she closed her eyes and grinned.
"Nine!"
- 1
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The First Time