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You stand in the main town square, arms crossed as you look back and forth between the two boys before you. The boy with the Gallade argues softly with the boy with the Empoleon, who was stomping his feet.
"She said this was going to be her last battle, I've been waiting a long time."
"I've been waiting too! I ran here as soon as I heard there was a new really strong trainer!"
You sigh. You just got here today. You wallop one strong trainer and now everyone wants to challenge you. You take a step forward and place a hand on their shoulders to push them apart.
"Alright how about this then?" You pull out two pokeballs. "I'll fight you both at the same time."
"... With us on a team?" The green haired boy asks.
"No, it'll be two seperate battles."
"But-"
You give him a wink. "Don't worry, I can multitask."
He blushes and glances at the ground as you let out your pokemon; A Salazzle and a Bisharp. You send your Bisharp at the blonde, while Salazzle heads for the Gallade. Both boys are taken aback, but quickly start battling properly. Your eyes slide back and forth between your pokemon, directing them when necessary. But you really don't need to do much. Your pokemon take down both of theirs and the crowd chatters amongst themselves in awe.
Both boys look disappointed in their quick losses as you call your pokemon back.
"What're your names, boys?"
"Barry."
"I'm Wally."
"Well, Barry and Wally, come find me if you ever want a rematch." You put your hands on your hips and look around. "But first- I need to find a place to sleep."
Over the next couple weeks, both Wally and Barry rechallenge you to battles. Their improvement is solid, but Barry seems to grow bored, or maybe he just found something else to hold his attention because you gradually see him less and less. Wally though- you see him almost daily. Every time you beat him, he thanks you, then goes off to train more. Your glad he doesn't seem discouraged though. You don't want to crush his spirit.
One day, he finds you taking a walk deep in the wooded area.
"[Name], I challenge you to a battle!"
"Of course." You reach into your bag.
"But this time, I want a double battle."
You arch a brow at him. "Doubles? Alright, I'm down."
You send out Salazzle and Bisharp, he sends out Gallade and a shiny Gardevoir. You give him a sly smile.
"How about we raise the stakes?"
"Raise the stakes?" He cocks his head slightly.
"Yeah, if you win, you'll lose something." You give him a wink and he seems to pick up on what you're implying.
He tenses up and orders his pokemon forward and they quickly engage with yours. His pokemon work in tandem well and they try to separate yours from one another. His Gallade brings its blade down on your Salazzle, but she quickly slinks away and spews smog in its face. His Gardevoir launches a psychic beam at her, but Bisharp slides in and takes the hit, then returns an iron headbutt. The Gardevoir flinches back and Gallade steps in front of it defensively. You grin at the display.
Your pokemon exchange blows, and Salazzle eventually gets his Gallade burned. It tries to hit her again, but winces in pain. You direct both your pokemon at his Gallade.
"Now! Flamethrower! Guillotine!" "It's a risky move, but you need to take down his Gallade while it's weak.
Wally grabs the pendant around his neck. "Mega evolve!"
Shit! There's a blast of light and you look away, squinting. Which one was mega evolving?!
You manage to look back, just as Bisharp's move misses. His mega Gardevoir tanks the flamethrower hit and glares at your Salazzle.
"Psychic! Close combat!"
Salazzle crumples under the psychic blast and Bisharp is sent flying after taking multiple hits, landing hard. Neither of your pokemon are able to get up. You give him a shocked look, then smile with a laugh. You return your pokemon to their balls then place your hands on your hips.
"Hey, good job. You guys finally beat me."
Wally smiles, then returns his pokemon to their balls, placing them in his satchel.
"Thank you for not going easy on me."
You laugh again. "Going easy isn't really my style. Well except for with newbies; I'm not that mean."
He nods, then looks over his shoulder. He makes like he's going to leave but you stop him.
"Hey, where are you going? You won right?"
"Oh, uh- it's ok I'll just take the win."
"Hey now, come here." You motion him over playfully. "This thing is fun to lose."
You pull your bag off and drop it to the ground. Wally walks over and drops his next to yours. You gesture to his pants, nudging your bags back with your foot.
"Go on, show me what you got." You encourage.
He blushes as he pulls off his pants and takes a seat on the grass, then he uses his elbows to recline back. You walk over and plant your feet on either side of his hips, observing his manhhood. His cock itself was rather small, maybe three inches as it rests flaccid over his balls. His nutsack on the other hand, was big- really big. Like he was smuggling two pokeballs.
"Hey, your balls are really big." You settle down on his thighs, making sure not to put much weight on them as you reach down and cup his sack. "Are they alright?"
"They've always been that big. The doctors in Hoenn said there's no problem." He whispers back as you lightly fondle him.
"So you're just a big producer, then." You smirk down at him as you wrap your pointer and thumb around his cock.
He lets out a gasp as you start stroking him. He's not very big, around four or five inches long as he becomes erect, but he's solid. Your lips curl up in a small smile as you massage his nutsack, moving the hand on his shaft faster.
"You ever done anything like this with someone before?"
"N-no-" He moans.
"Thought so." You scoot back and lower your head to his cock. "I'll show you a good time."
You latch your lips over the head of his cock and run your tongue over it. He gasps and digs his fingers into the grass, looking down at you nervously. He won't last long. That's fine though, you'll be the first person to take his cum. You continue to jerk him off as you swirl your tongue around the head, coaxing him to release. You're curious as to how big his loads are. You lid your eyes, but maintain eye contact with him as you work. His cheeks are flush and he glances away repeatedly. He's so shy, it's quite cute.
You continue to work him before he finally speaks up. "Ah- [N-Name]!"
"Hmm?" You hum, his cock still between your lips.
"Guh- I- I want to go inside you!"
You relent, releasing his dick and lowering your face to his groin, engulfing him with your mouth.
"Ah-! No I mean-" He reaches down and pushes at your head. "Down there..."
You suck hard as you pull back, watching him squirm before releasing his cock with a noisy slurp.
"Ah, you mean you wanna fuck my pussy." You smirk at him.
He glances away, clearly embarrassed. "Yes- please... I want to feel your... Pussy."
You stand and turn around, then you kneel back down, legs outside his hips again. You lean forward and pull your skirt up so he gets a good look at your ass and pussy, peeking between your legs to watch him. His hands are still balled into fists, and he swallows hard.
You smile, then slowly lower your hips until you feel his cock prod against your flesh. You roll your hips around, letting your lips kiss at his head for a moment, then you get him centered and slowly sink down onto his lap. He sucks in a sharp breath as you hold him for a moment. Before he can speak though, you slowly and gently start to ride him. His hands shoot out and grab desperately at your hips, holding onto you as bounce. You plant your hands on the ground between his legs and really steady yourself, then you start gyrating as you ride him. He whines and grips onto you tightly, letting his head fall back onto the grass.
The loud slap of your flesh on his reaches out through the trees, hopefully no one else is out here. You glance over your shoulder at him as he writhes below you. It's surprising he hasn't burst yet. You smile, then flex your pussy walls, squeezing him firmly as you slap your hips down onto his.
"[Name]-" He chokes out. "W-wait-"
You rest your hips against his, sit up, then look over your shoulder at him. "What?"
"Lean back."
"Lean back?"
"Y-yeah, on me."
"Wally, I'm like twice your weight!" The boy was probably like, 70 pounds soaking wet.
"I'll be ok. Please?"
You sigh, but relent. You pull him out of you so you can recline on top of him. It's a bit awkward and slow going though because you don't want to just fall back and crush him. Once you feel his chest against your back, you roll one shoulder to the side and focus your weight there. You dig your heels into the grass and elevate your hips slightly, then you bring them down to rub his cock between your drooling lips. You get the head inside your cunt a number of times, but it keeps popping back out. He whimpers as you unintentionally tease him, his cock a bit too short to stay in you at this angle.
You pull your hips back up, then bend your knees fully. You get your heels up against your ass and the balls of your feet planted sturdily in the grass. You arch you back, angling your hips down. His cock fits inside you properly this time. This position isn't the easiest to hold, but he seems to pick up on your struggling and he repositions himself. He bends his knees so he can raise his hips to yours instead and he snakes his arms around your torso, just under your breasts. Then he starts humping into you.
"Nh- it's so warm..." He whimpers from behind you. "[Name]'s pussy..."
You breathing picks up as he slides in and out of you. He wasn't doing half bad for his first time, lasted way longer than you thought he would too. His thrusts become a bit erratic and he buries his head against your shoulder.
"Ah-! You're so slippery and warm [Name]! Your pussy is the best-! I want to go- go deeper!"
"Go as deep as you can-" You encourage between your own panting.
"So good- so good-! I'm go- gonna cum-" He chokes out. "P-please-"
"Cum inside me." You clamp down on him. "Fill me up."
He clings to you so tightly, if he were stronger he might have left bruises. His hips smash hard against yours and hold flush. He shudders below you and you can feel as his spurts of cum slowly fill you. You let out a huff of a laugh, rhythmically squeezing your pussy to milk him. Once he's done cumming, you pop your hips back up and can feel as his seed dribbles out of you.
"Not bad Wally." You sigh. "That was a decent load; thought you'd have more in that fat sack of yours though."
"I- I can go again-" His still hard cock presses against your flesh.
"Are you sure?"
"Yeah."
"Well, go on then. Slip back inside."
"Actually-" He grips your shirt nervously. "I wanted to use the other hole."
"Other hole?" You inquire, teasingly.
"Yes- the tighter one."
So, he wants to try anal with you. "Alright, I think I can squeeze you in."
You shift your angle slightly and move your more mobile hand to grab the head of his cock. You rub it against your puckered asshole to lube it up a bit, then you start trying to push it in. It takes a few times, but you finally manage to get him in and he nearly squeals to the sensation.
"T-tight!"
"It's what you wanted." You hum.
"I do want it!" He cries out. "I want t-to cum inside you again! I want to leave it all in you!"
"Then do it- dump as many loads in me as you want."
"Hn-!"
So he starts thrusting into you again. You're honestly surprised he didn't tap out after his first orgasm. You're also surprised he lasted so long during that first round too. He may have been a virgin, but maybe he masturbated a lot and built up his stamina.
You bite your lip. His cock isn't very thick, but you've only done anal twice and it burns a bit more than you were expecting. You'll have to start carrying lube on you.
"[Name]-!" You feel his head against your shoulder. "Wi-will you cum too? I want you to cum too! I want to feel it!"
"Alright- uh-" You look down at the way your body is positioned precariously over his. "I'm going to have to put more weight on you-"
He just whimpers and nods against you. You leave your hips propped up, but let your shoulder rest against his collarbone. You bring your free hand down to your pussy and dig your fingers inside, then you slather your clit in his cum. When you start at yourself, it's loud, the squelching noise a signal as to the lewd actions taking place. You bite at your lip as you work yourself up, focusing on the way his cock slides in and out of you. Damnit, you really like this. Him giving you his all is really endearing. You flick your fingers up, sending a string of cum flying up so it lands on the back of your hand, then you bring them down hard on your clit. You gasp, then do it again. You slap at your hot button, splattering your cum and his anywhere it'll reach. You love abusing your clit, slapping it until you cum, whining like a bitch in heat. And now you'll do it with a cock wedged up your ass.
Your mouth falls open as you pant, your head rolling back next to Wally's. You slap at yourself harder, tensing your legs so you keep your hips at the right angle for him. Fuck, here it comes!
"AH-!" Your whine loudly as you cum hard, feeling as his cum launches out of you.
He whines in response, snapping against you aggressively, but you can't hold this position any longer. You pop you hips up and quickly roll onto your side so you don't collapse and crush him. He gasps and rolls with you, his arms still locked around your torso.
"Sorry-" You pant. "Didn't wanna- crush you-"
"Can I go back in-?"
You arch your back bringing a hand down to grasp your cheek and pull it up. "Yeah-"
He takes up your offer and slips back inside, then starts humping you again. At this angle, you can feel as his nuts barely smack against your thighs with each hit. You lid your eyes as he prods at your insides, panting heavily. Suddenly he holds against you and you can feel his dick pulse, his cum spills into your ass. You hum in pleasure, moving your hand to his hip to hold him against you. You want him to stay inside you.
"I'm impressed." You muse. "Cumming twice during your first time."
"I can do it again-" He pants against you.
"Again?" You turn to look over your shoulder at him. "You really shouldn't over do it."
He shakes his head. "I'm used to milking myself- I don't want to stop. You feel so good."
"... Well we should get in an easier to maintain position this time, yeah?"
"Yeah."
He releases his grip on your body and reluctantly pulls out of you. You grunt as you roll onto your stomach and pull onto all fours. You spread your legs wide and settle your body close to the grass, then cross your arms and rest your chin on your wrists. He shakily sits up, watching you get situated.
You shake your hips a bit. "Ready when you are."
He nods, then shuffles around behind you and prods at your cum slicked asshole. He shoves back inside, then maneuvers so most of his weight is resting on your hips, his feet planted next to your thighs. He reaches up and grips onto your shoulders, then starts humping you again. You squeak when his hefty ballsack smacks against your clit and lips.
"Oh fuck-" You mutter under your breath.
"[Name]-" His balls smash against you again.
"Fuck Wally-" You whine. "Faster! Fuck me faster! Beat me with those fat nuts of yours!"
"I'll do it [Name]- I'll do my best!" He digs his fingers into your shoulders and picks up the pace.
You can feel him shaking above you, but he does as you ask and snaps against you with as much speed and force as he can muster. His sack hits you again and again, causing you to throw your head back and moan loudly. Holy shit it felt so good! You squeeze your eyes shut as you pant.
"Shit- Wally you-you're doing so good-!" Your toes curl and your thighs flex. "Wally I'm gonna cum again-! Don't stop! I want you to fucking cum in me again!"
"Y-yeah! I'll cum for you until I'm empty!" He whines, his voice cracking. "I'll do whatever you want [Name]!"
You bite your tongue, shuddering as you climax from the slap of his balls against you. But he keeps going, he whimpers and moans- but doesn't stop. You choke out a gasp and dig your nails into your arms, taking the continual beating until he holds against you and cums again. He slides back off of you and just barely holds himself up, staring at your sex and ass displayed for him.
"[Name]-" He whispers. "I need a minute."
You shuffle around so you're sitting on your ass, then you recline back and pull your shirt up and over your head, revealing your push up bra. You reach down and pull your slick lips apart with both hands, spreading your legs wide.
"Come rest here then. Fill my hole and I'll keep you warm."
He obediently crawls forward and stuffs his now semi-hard shaft into your pussy. You move your hands from your lips to his shoulders and you pull him down to relax against you. He places his face between your pressed together tits and relaxes, sighing shakily. You lock your legs around his waist and bring an arm up to rest across his back. Your other hand finds his head and you run your fingers through his hair lovingly.
The two of you just lie there for awhile, until your breathing grows relaxed and his cock goes soft.
"I'm so impressed Wally."
"Th-thank you..." He mutters in exhaustion.
"You know, you really didn't have to wring yourself out like this." You chuckle. "I know it's hard for boys to cum repeatedly."
"I can cum again for you."
You sigh. "Why are you so insistent even though you're clearly exhausted?"
"I don't know when I'll get this chance again." He whispers nervously.
You don't respond, instead opting to grab his face. You pull his to yours and you kiss him. You worm your tongue into his mouth and you can feel as his dick jumps back to full attention inside you. He whimpers into your mouth and picks up slowly thrusting. It's agonizingly gentle and he reaches up to hold onto your breasts for stability.
You want this.
You want more of this.
You want this every day.
You break the kiss, holding his face close to yours. "Oh fuck Wally- I love your cock."
"But it's small-"
"Size doesn't matter, it's how you use it." You buck your hips up. "Besides, you're not done growing yet." You grin at him.
He moans, then starts thrusting faster. You pull him into another kiss and tangle your tongue with his, breaking apart only to take in desperate gasps of air. He continues to whine and moan into you, desperately fucking into you like it's the last chance he'll ever get. You clamp down on him repeatedly again, stimulating him further, begging him to cum inside you again.
He breaks the kiss this time. "Ahn- [Name]! I'm going- cum- cum again!"
"Do it!" You beg. "My pussy wants it! It's hungry for your cum!"
He grits his teeth and blows his load inside you again. You use your legs to hold him flush against you, trying to keep it all inside. To keep all of him inside.
He relaxes against you again, but gropes gently at your boobs through your bra. His cheek is pressed into into your cleavage as he pants.
"Thank you for giving me all your cum Wally." You coo softly, wrapping your arms around his neck. "My holes are so full- well most of them are."
He shakes his head against you. "Not all of it. I have more..."
You chuckle. "Well I think we can be done. You seem beat-"
"I can give you the rest-"
"Are you sure?"
He nods. "Yeah."
"Alright then." You unlock your legs and release his neck. "Wally, cum on my face. I want you to mark me."
He just nods dumbly, clearly overstimulated. But he crawls up over your body all the same. He gets to your chest, then grabs his cock and starts jerking it. He whines and his whole body shakes, a line of drool running down his chin. You bring your hand back down to your pussy again and start slapping it hard. You open your mouth and stare up at him, eyes lidded as he beats his meat above you. You stick out your tongue and flick it tauntingly, basically begging him to cum on you. His balls seem to be smaller now, you're filled with pride at the thought of him using it all on you.
And you want him to do it again.
Your slaps are fast and hard against your sex, and you whine loudly as you cum again. But you don't stop. You'll keep assaulting your pussy until he cums, over stimulating yourself with him. Your whining pants coax him to move faster, and his head lolls back as he sprays his final load all over your face. His body tenses and shakes as he glazes your face and fills your mouth, then he collapses forward. His hands manage to catch himself, but he quickly rolls off to the side and goes completely lax. You also go limp, swallowing his cum as you stare up into the sky.
The two of you lie there for awhile, panting and shaking. You turn your head to look at him, he's also on his back, staring up into the sky. You eventually sit and prop yourself up with your arms, his cum slowly starts running down your face. You can feel it as it starts to drip onto your chest. Wally seems to recover and sits up himself, catches your eye, then nervously starts digging around in the pocket of his sweater.
"I'm sorry- here." He offers you a handkerchief.
"Oh?" You take the cloth from him. "I was thinking of walking back to town like this."
"What?" He flinches nervously. "Why?"
"Hmm-" You wipe his release from your face. "So people will know I'm taken."
"Taken?"
You crawl over to him and grab his chin, holding him in place as you kiss him. "Yeah, taken." You grin.
He blushes hard and swallows audibly. You turn and crawl over to his pants, giving him a good view as his cum trickles down your thighs. When you turn back, he's looking away, holding his shirt down over his cock. You crawl back and give him his pants, then finish wiping yourself down. You pull your shirt back on and pull your panties from your skirt pocket, slipping them on to keep some of his cum inside you. He shyly pulls his pants back on.
"Hey Wally?"
"Yeah?"
You reach out and lace your fingers with his. "When we do this tomorrow, we'll do it in my room; no battle required."
