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A Friendly Wager
By : Almister
Category: Pokemon > General
Views: 13438 -:- Recommendations : 2 -:- Currently Reading : 0
Disclaimer: I don't own Pokemon, I make no money from this story.
Chapter List
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"I can't believe this..." Grumbled a young pokemon trainer. Only a week into her trip and she was flat broke. She was sitting by the side of a dirt road with her head in her hands. Her poor little Cubchoo, her starter pokemon, sat along beside her, looking depressed.

Ever since starting out she had a string of bad luck, running into a string of both wild pokemon and eager trainers with a type advantage over her sole companion. Between paying out for losing trainer battles, and spraying gallons of potions onto the little cub, she was down to spare change.

"I don't want to go home already... We're supposed to be taking the gym challenge, if we go home without a single badge mom's going to try and make us quit." She complained, laying back down at the side of the road. It was ungodly hot out as well, starting her journey at the beginning of summer had seemed like such a good idea.

She'd always been considered a tomboy back home, her wardrobe reflected it, a spandex top and shorts, covered by old jean overalls. Her shoes were worn-down running shoes, they had been new when she started out, but weeks spent clumsily traipsing through the wilderness had done their work on them. Her sandy blonde hair was pulled back into a spiky ponytail, aside from a few bangs that stuck to her forehead from the heat.

"Forget this, the next trainer to come down that road, we'll challenge him and win right?" She said, getting an enthusiastic 'Choo' from her companion. The two sat in silence for a few minutes, until sure enough a figure emerged from the shimmering haze of the road towards New Bark town. "Heh, maybe he's a rookie."

The figure approached at an agonizingly slow pace, walking slowly into view through the hot air towards the pair. It was a boy, she noticed, about her age and size, wearing a loose buttoned up plaid shirt, torn shorts, and a pair of sandals. On his head was a straw hat that shaded his whole head, and carried a stick over his shoulder, that supported a backpack. At his side a small weasel-like Pokemon danced along, keeping pace while sparring with invisible opponents. A quick glance at her Pokedex revealed it to be a Meinfoo, from Unova like her Cubchoo, and a fighting type.

Fighting down a grimace at her continued bad luck, she rose to greet the fellow traveler. "Hey! You're a new trainer right? How about a battle?" She said, forcing out every remaining bit of enthusiasm she could muster. The boy pushed his hat up to take a quick glance at her, gave her a small smile and simply said "Nope."

"No you aren't a new trainer? Or no you don't want to battle?" She asked, caught off guard by his lack of enthusiasm. Every other kid on this route was foaming at the mouth to fight everything that moved.

"Yep." Came the cryptic reply from the trainer, as his pokemon danced on ahead. " 's too hot to be fightin', I can hardly believe I'm walkin' in this heat." He said, scratching the back of his head with his free hand. "This way's Cherrygrove right?"

"Yeah." the girl said blankly, "and route 46 is that way." She said, gesturing to where she just came from.

"Oh yeah, lots of rock and ground types up there huh?" He commented idly, giving a small shrug.

'Why does everyone know that but me?' the girl cringed. "I'm Liz by the way." She said, holding out a hand to shake his, which he accepted happily, with a large grin.

"You can call me Sasha." He replied, turning towards Cherrygrove.

"Are you sure you don't want to battle? Trainers aren't supposed to reject challenges." She said, easily keeping pace with the boy.

He gave a small laugh, "That rule is a bunch of crap, if Lance was on this route challenging rookies, do you think any responsible trainer would accept? 'Sides, I'm not out here to train."

"Why are you out here then?" Liz asked, the boy just seemed to get curiouser and curiouser.

"Vacation." He said, stifling a yawn. "Sure is a good day for a nap huh?"

"Must be nice, but some of us trainers have to fight to get by." Liz grumbled, reminded of her empty wallet.

"I was planning on getting my old guitar out of Item storage at the next center. Dust off the old thing and play my way across Johto. I'll probably be training this guy too." He said, gesturing at the Mienfoo that still danced away despite the heat.

"Those are pretty rare huh? Are you from Unova? My dad sent me this Cubchoo as a starter." Liz said, holding the bear up for the boy to see.

"He's a cutie for sure. Tough to train but he'll be a nightmare when he eventually evolves." Sasha said, giving the little cub a pat on the head. "I've seen Beartic scare the piss out of some 'ace trainers' before."

"How long are you on vacation for?" She asked. They had been walking for a few hours, making small talk along the way. Any other trainer would have made it to Cherrygrove by now, but Sasha seemed to be in no hurry at all.

"Ah... Until further notice?" The trainer shrugged, laughing slightly. Liz gave him a skeptical look.

"And how long have you been on vacation already?"

"Three months or four?" He replied, scratching the back of his neck and glancing at Mienfoo, who also shrugged.

O~O~O~O~O

Eventually Sasha seemed to determine it was time to make camp for the night. Liz worked alongside him, inviting herself to some of his dinner, and setting up her own sleeping bag across the campfire from the boy, who didn't seem to mind. In fact it seemed there wasn't a thing in the world that would faze the trainer, he took absolutely everything with good humor and patience.

"So um... I'm flat broke." Liz said, broaching the subject she had been fretting over all day.

Sasha merely raised an eyebrow at the girl. "And you challenged me to a battle anyways? Weren't you worried about getting into debt with me?"

Liz at least had the good grace to look embarrassed. "Well, I figured if I won I'd continue my journey, if I lost I'd go back home." She shrugged.

Sasha grinned a little, "Well, maybe I'll battle you after all, now that it's cooler out. I could use a cute girl in my debt." He waggled his eyebrows at her comically, getting a laugh out of the depressed trainer.

"Seriously, this is my dream dying right in front of me." Liz said, leaning back against the grass. The night sky above was beginning to show stars. "I've always wanted to be an 'ace trainer'. Travel the world, meet exciting people, have adventures and catch awesome Pokemon."

"Kind of hard to do that when you're broke though." Sasha commented.

"I see weaker trainers all the time who make it further than this though. It's embarrassing, knowing there are useless fan girls who are more successful because they have rich parents, or are willing to sell themselves when they lose." Liz grumbled.

"Bah, those are urban legends, girls don't really sell their bodies because they're broke. The usual bet is like 500 to 1000 Poke right?" Sasha laughed.

"I know, you'd have to be a real slut to screw someone for that much." Liz agreed.

"Of course, some girls still pull that routine when they lose. It just isn't because they're broke." Sasha said.

"No way!" Liz shot up into a sitting position.

"Yeah, for some a good battle turns them on, and they offer something a little better than cash. Or so I hear of course." the Unova trainer said, his straw hat was pulled down over his face as he lay on his sleeping bag.

"That's so..." Liz trailed off, trying to think of the right words.

"It's a great big world filled with all sorts of people. I've heard crazier things." Sasha shrugged. The two lay in silence for a few minutes. "What's it worth to you, your dream?" The foreign trainer asked.

"What do you mean?" Liz asked.

"You're going home tomorrow right? Giving up on your dream? What would you bet to keep going?" Sasha asked, sitting up to look at the girl.

"I'm not sure I follow." Liz sat up as well, looking at the other trainer quizzically across the fire.

"Let's say we battled, what would you wager? You win, you get to keep going on your journey, you lose and you become my slave till you work it off." Sasha said.

Liz paused, considering the deal. Sasha didn't strike her as some kind of monster, he seemed rather easy-going actually. Still, Cubchoo was at a horrible disadvantage, and would likely lose. "Five thousand Poke." She replied.

"I have a counter offer. Five million, the prize money for winning the elite four challenge. If you win, you'll never have to worry about losing ever again." Sasha said, giving her a grin.

"F-five Million Poke! That could buy a small house! You're insane!" She shouted.

"What does that say about you, who's considering it?" Sasha replied light-heartedly.

Liz flinched, he was right. A small part of her was considering the offer, trying to convince herself that she could win, that her journey would be set, whatever happened would be covered. But if she lost... "What would being your slave entail?" She asked hesitantly.

"You have to do anything I say, until you pay off your debt." Sasha shrugged.

"Like, wearing sexy outfits and calling you master?" Liz asked.

"Hah, kinky little mind you have there." Sasha joked, causing Liz's face to heat up. "Like I said, if I asked you to wear a sexy outfit, you'd have to do it. If I asked you to call me master, you'd have to do it. If I asked you to do perverted things, you'd have to do it."

"I don't think you're the type of guy to do this sort of thing. Betting 5 million Poke to win a slave? Just so you can do perverted things to me whenever you want?" Liz said defensively. There was still a large part of her urging her to accept the bet, and a small part thinking that losing it could be fun.

"Ah, there's the risk though. If you win, you win big, but if you lose, who knows what'll happen." Sasha shrugged, still giving her a large grin, even when negotiating potential slavery he seemed so laid back.

"How do you know I won't run off if I lose?" Liz asked, getting a shrug from the blonde boy. She sat in silence for a few minutes, horrified to be even considering such an offer. "I have some conditions."

"Name them, we'll see." Sasha shrugged.

"No sex." She started with.

"Nope." Sasha countered.

"Fine... But you can't make me do anything with other guys." She said, causing Sasha to raise an eyebrow. "Or Pokemon." She added, causing him to smirk.

"Don't worry, none of mine have that sort of preference."

"No selling me or trading me... and you have to allow me opportunities to work off the money." Liz argued.

"Fair enough." Sasha agreed.

"What are the conditions for the battle?" Liz asked, still partially ashamed that she may be selling herself.

"I take it Cubchoo is your only Pokemon? How about a one on one? I hate to say it, but type advantage or not, Mienfoo is my weakest Pokemon, so he's honestly your best bet to fight." Sasha said, rising to his feet to walk out to the road.

Liz took a moment to steel herself, and then followed after. It was a clear night, so the stars and moon lit up their chosen battlefield well enough to see. Liz's heart was racing as a calm breeze helped cool the air down from the sweltering day. Still, Liz was sweating bullets, trying to understand how Sasha could remain so calm. It was like the boy didn't care either way, like he could throw 5 million away easily, and didn't care if he earned her as a 'slave'.

"Why me?" She asked. She had to know, it didn't make sense. She wasn't some bimbo running about in a miniskirt, there were more attractive girls even along a route like this. She was a tomboy, and frankly didn't feel she was worth 5 million Poke, even if it wasn't likely she'd win. 'Enough downtalking yourself Liz, pull it together and win.' she mentally coached herself. She'd been training for weeks now, overcoming a type disadvantage for her sole Pokemon every step of the way. She knew her stuff, she wasn't some amateur, she could win this.

"Some people deserve a shot to pursue their dreams." Sasha said, giving a slight shrug. A brief bit of hope flared to life within her, perhaps he'd throw the match, and give her the money? Maybe he was a big softy who felt like sponsoring her as a trainer? 'Still, even if I do lose, he's rather cute.' There was a familiar warmth in her that had nothing to do with the day's heat, or the embarrassment of the situation. She'd have to be quiet tonight under the covers of the sleeping bag, travelling alone for three weeks had spoiled her.

Without further distraction the two Pokemon stepped forward, and the battle began. "Cubchoo, use Icy Wind to slow it's speed down!" The little bear Pokemon snorted the large drop of mucous back into its nose, and exhaled a massive cone of chilling air. She could have sworn Meinfoo chose not to dodge simply to enjoy the refreshing experience.

"Meinfoo, open with a Low Kick." Sasha said calmly, and the little weasel darted forward and swept low to the ground.

"Cubchoo, dodge it and keep up the Icy Wind." Liz called, it didn't seem like Sasha was taking this seriously, which partly infuriated her. They were betting on her life for the next few years at least, and he couldn't bring himself to show any passion?

The little weasel Pokemon pursued the bear cub, throwing out kicks and punches, only about one in four making contact and bruising the ice type. Bit by bit it was slowing down. "Now Cubchoo! Ice Punch!" With a cry the little bear rushed forward and socked Meinfoo right in the jaw with a frost covered paw, sending it reeling.

"Nice! I see it's a well bred Cubchoo." Sasha commented, seeming to not be worried at all. "Well, I'm getting tired. Meinfoo, Mach Punch." He called casually, and before Liz could react, the weasel had rocketed across the path and knocked her little Pokemon out.

Liz was stunned, and bent to pick up and cradle the little bear on auto pilot. It reached out to grab hold of her and she cuddled it instinctively, telling it what a great job it had done. She'd lost. She had bet her dream and her future on this battle and lost. Sasha was walking towards her, and she already knew what would happen next. Soon she'd be on her knees, or bent over, and that familiar heat seemed to get even hotter at the thought. Not once did it occur to her to try and escape.

"Well, a bet is a bet right?" He said, reaching out to gently pat her Pokemon. Liz nodded dumbly, waiting to hear the first of many orders. "Well then, my first order as your new 'Master' is..." He said, circling around behind her so she could feel his breath on her neck. She gasped and resisted the urge to lean back into him. She felt like such a slut, getting so worked up over a boy she had just met earlier that day. A few months ago she wasn't even interested in boys, too concerned with sports and studying Pokemon training tactics.

"Get some sleep, we're going to Cherrygrove tomorrow." Sasha whispered, grinning at her shocked look. "You're going to win the next Pokemon league tournament of course. How else do you expect to pay me back? Until then I'll just have to cover your training expenses, until you start winning."

The fear and anticipation disappeared, replaced with a sense of hope and indignation. "You don't even have 5 million Poke do you?" She asked.

"Of course not, who has that kind of money to throw around?" Sasha laughed as she sputtered. "A bet is a bet though, if you'd won I would have just gone and won the tournament myself to pay you off."

"If you're so confident you could win it, why don't you go do it yourself?" She asked, as they both got into their sleeping bags. "I'm too lazy." He shrugged. "Oh, and no touching yourself till I say otherwise. That's an order."

Liz grumbled something about Sasha being needlessly cruel, but removed her hands from the sleeping bag regardless. It was a very restless night for the girl.

O~O~O~O~O

It was nearly a week before they reached Cherrygrove city. Sasha's leisurely pace kept up, regardless of weather or heat, and despite all complaints of Liz. He was amused at how quickly she had taken to being ordered around, and shocked that she hadn't tried to escape yet.

Still the girl was crabby and irritable the entire trip, only partially because she realized how damn long her journey to the league would take. They arrived at the outskirts of town eventually, and began heading towards the Pokemon Center. Liz continued to complain as they walked. "Honestly, I've been at this for a month and we aren't even at the first gym yet! What will people think of me?"

"What do you care what people think? The vast majority will never understand you at a glance no matter what you do." Sasha shrugged.

"I want to be respected as a Pokemon Trainer." Liz grumbled.

"Then win Pokemon battles. That's all there is to it really. Anything you do outside of that is unrelated."

"Still, we could have been here and gone days ago if you didn't walk too slow." Liz complained. After a month away in the wilderness she was beginning to crave creature comforts again. "And you didn't even help! You made me do most of the fighting, and never gave me any pointers."

"I was merely observing, so I could help your technique at a later date. Besides your Cubchoo needs more experience than my Meinfoo, he practices enough on his own." Sasha replied, the two were entering the 'busy' section of town, there were at least 10 people present. "Plus, I would have walked faster, but you seemed to enjoy rubbing your thighs together as you walked."

Liz blushed furiously at the comment, glancing around quickly to check that nobody heard. Was it really her fault that she'd been in a near constant state of arousal since they'd started this whole adventure? Something about that boy drove her wild, in myriad ways, and knowing he could simply order her to strip and take her right there made it so much worse.

They eventually arrived at the Pokemon Center, and Sasha, being the lazy boy he was, made her go and check them into a single room. Once she had their keys he told her to go and take a shower, while he completed a few errands. She was rather surprised that he didn't make her do everything, but shrugged it off for the sake of hot running water.

As soon as the room's door closed behind her she made a mad dash for the bathroom, discarding clothing haphazardly along the way. The spandex top and shorts that she wore instead of underwear peeled off her slowly, and her breasts sprung free with a sigh. She inspected herself in the bathroom mirror as the water heated up behind her. The training trip had done wonders for her so far, helping to tone her already athletic body. Sadly her breasts were still only a B cup, but rather perky at least. Her ass was still her best feature, she noted, turning about and bending over slightly.

She frowned, noticing she'd need to shave, in multiple places. She ran her hand down over the top of her muff, feeling the rather downy hair that had grown in over the past month. She wasn't certain that Sasha would like it, and winced at the idea that his opinion suddenly mattered. "Screw it, if he wants hair he can order me to stop shaving, until then I'm doing my own thing." She grumbled, grabbing the complimentary toiletries and fishing out the razor. "This whole 'you're my slave' thing is a load of crap. I can't believe I even listen to him... even though he's helping me accomplish my dream."

"Where the hell does he get off ordering me to not touch myself, and then not taking advantage of me? Not that I want him to take advantage of me, but I'm a growing girl, I have urges." She ranted, testing the water to make sure it was the right temperature, and stepping inside. Still, despite the indignity, she quickly removed all the hair on her body and rinsed away the evidence, feeling her heart race like a kid stealing cookies from a cookie jar. The thrill of it turning her on even more, as her fingers dangled dangerously close to her crotch.

"Screw you Sasha!" She yelled out in frustration. "I give up! I can't go a week without my own fingers in my cunt! Are you happy now?" It was cathartic, admitting to the level of psychological torture the boy had put her through. She knew going into the deal that sex could happen, but a maddening lack of sex caught her completely off guard.

"Then by all means, indulge." Came a calm voice from the doorway. Liz let out a squawk of surprise, and nearly fell down into the tub, Sasha was in the doorway, hat and shirt removed and smiling that same infuriating smile.

"I think I'll join you, no sense in wasting the hot water." He dropped those torn shorts nonchalantly, and stepped towards the shower.

"W-what?" Liz stammered, completely overwhelmed. Her eyes were immediately drawn down his rather well toned and tanned body, to his half erect manhood as it wobbled back and forth.

"It's big enough don't you think?" He commented, stepping into the water next to her. "The shower I mean." Seeing her nod in a daze. She snapped out of it and weakly attempted to cover herself. "Like I said, the ban on putting 'your fingers up your cunt' is removed, but only temporarily, best make the most of it." He then proceeded to wash himself like nothing odd was happening.

Liz took a deep breath and closed her eyes. 'This is about my dream. I don't care about the money, I don't care about the humiliation, I am going to be the next league champion, or else he won't leave me alone.' She managed to calm herself down enough to begin soaping herself up, relaxing as the warm water beat the stiffness from her muscles. 'Speaking of stiffness...' She thought, getting a wicked idea.

A part of her told her this wasn't a good idea, but she couldn't help but try to turn the tables on the blonde boy across from her. Raising her hands to her chest she began to soap her breasts, giving a soft seductive moan as she caressed and tweaked her tiny little nipples. She licked her lips as she bent forward, lifting a leg to one side of the tub, and soaping washing up its freshly-shaved length, savoring every movement.

Sasha made no move to react, proving once again his endless patience as he watched her wash her body. Still, she saw the rather impressive tool between his legs give a twitch as his eyes moved across her body, and she grinned at the silent approval. Deciding to up the ante, she turned around and 'accidentally' dropped the soap, bending over and wagging her rear end towards the boy suggestively.

She cheered inwardly, hearing the audible gulp as she gave him a clear view of her bare pussy and crinkled rosebud. Still, he made no move to touch her. Flushing with embarrassment she turned around, and hesitantly began to move her hand down her body towards her crotch. She was no stranger to touching herself, leading a rather active solo sex life before the infuriatingly upbeat boy entered her life. Still, doing something so intimate in front of a practical stranger both terrified and thrilled her.

"Remember, 'Cunt' only. There will be time for other things later I'm certain. By my count though, you only have about 5 minutes." Sasha said, still washing his hair as if the view before him was an everyday occurrence.

"Other stuff?" the rookie Pokemon Trainer asked, moving a hand behind her subconsciously. There was another thought that both thrilled and terrified her, her new 'friend' seemed to be full of them. "What do you mean five minutes? A girl can't get off in five minutes!"

"Well, best make the most of it." the blonde boy shrugged, giving a slight laugh as Liz did just that. Any pretense of this being some sensual romantic action were tossed aside as Liz attacked herself with an animalistic passion. Her left hand shot to her breasts, rubbing and kneading them furiously, occasionally giving a nipple a sharp tug or twist. Her right hand went right for her crotch, pushing her middle and ring finger into herself with a moan, the heel of her palm grinding roughly against her clit. She bit back further moans, fixing Sasha with a defiant glare and grit teeth as she worked steadily towards her much craved release.

The boy, for all the erotic atmosphere, remained his usual aloof self, simply content to finish washing himself off, and smiling down at her. "Time's almost up." He mentioned, placing his bar of soap back on the rack.

Gritting her teeth she fought even harder, gasping for breath with each rapid pump of her fingers, until finally with a high pitched whine her body seized up and she fell to her knees. She convulsed a few times, gripping her nipple tight and moving her right hand to pinch on her clit as she rode out the most satisfying orgasm of her young life, feeling a stream of pent up juices spurt down to mix with the water running down the drain.

"Lick them." Sasha ordered, snapping the girl from her blissful state. "Your fingers, lick them off."

Liz shuddered, not even giving a defiant look as she slipped her fingers into her mouth, drawing them slowly across her tongue as she removed them. Gazing up at her new travel companion, still grinning with that insufferable look.

Smirking a little, she decided she would wipe that look off of his face, one way or another.

From her place on her knees she darted forward, and deftly took the head of his rather sizable member into her mouth. She cheered in triumph as a small gasp escaped from him, followed by a low groan as she swiped her tongue across the sensitive head. She had never given head before, but she had heard other girls talk of it, seen a few naughty magazines, and felt confident she could wing it. Bobbing her head she began trying to take more and more of the large rod into her mouth, gagging a few times when it bumped the back of her throat.

Still, she worked with determination, satisfied with every grunt and groan she got from her 'Master'. Hearing him call out her name was almost enough to make her touch herself again, but she remembered the rules, devoting her frustration towards getting the boy off. Eventually her knees started to hurt, and the water went cold, soaking the girl and covering her in goose-bumps. Undeterred she added her hands into the mix, stroking the part of the shaft that she couldn't fit into her mouth.

She was rewarded when he gave a rather loud moan and began emptying copious amounts of semen into her mouth. She reacted quickly, pulling back enough to catch the entire load in her mouth. It had a rather bitter, salty flavor, but it wasn't as revolting as many girls made it out to be, although the texture left something to be desired. She looked up at the boy who caused so much frustration and gratitude in her recent life, and quite visibly swallowed. He merely gave her that same satisfied smile, and stepped from the now cold shower.

They both dried quickly, Liz noticing her lips and nails had begun to turn blue from the cold, and moved into their room. "Don't bother getting dressed." Sasha called, beckoning her over to the bed, and the two crawled under the thin covers. The summer heat quickly took away her chill as they curled up to sleep, Liz left rather surprised when all the boy did was throw an arm around her and pull her close.
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A Friendly Wager	By : Almister Category: Pokemon > General Views: 13438 -:- Recommendations : 2 -:- Currently Reading : 0
Disclaimer: I don't own Pokemon, I make no money from this story.

A Friendly Wager