Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 37 by BrainDerling

Trade with your body again?

Yes, you work out a deal.

You consider so long that the young men start to grow anxious. "Well?" the tall lanky asks impatiently.

You give in "Fine, just give me that pill already." You say holding out your hand. You swallow the pill the moment the Chubby boys hands it to you, then you sorta regret it, you just agreed to let these young men fuck you, and your betting at least one of them wants to cum inside you. "Hey, so listen" you say nervously "I know I agreed to have sex, but is it ok if we just stick to blowjobs?" you ask.

"No way, a few of the prudes that live in town have already given most of us blowjobs at one point or another so we would let them sneak out of town, what we want is pussy." the lanky trainer says, you see most of the other boys nod, Trevor however is frowns and looks at you apolitically.

"That's not going to work, I might get pregnant, so unless you guys want to use condoms, or have another morning after pill its going to have to be blowjobs." you say sternly.

"Fine, you don't have to fuck us, but fraudulent trading with other trainers is a quick way to lose your license." he threatens, you don't know if that's true, but your not sure you want to find out either.

"Two blowjobs each!" you barter, but you see him shaking his head, he knows he has you and starts to grin confidently.

"No thanks, you agreed to fuck, so that's what your going to do, but if you don't want to get knocked up we can always fuck your other hole." he says as his dark grin widens.

You gulp, you've never done anal before and from what you've been told it always hurts the first time, still you know some pokésluts claim they enjoy it and it might be a great way to avoid getting pregnant in the future if its something you can handle. And you have to admit just the thought of how happy these trainers will be when they get to shoot there load off in your ass is making you wet. You feel your face flush with embarrassment when you realize your actually considering the pro's and con's of the anal itself without even thinking about what else you stand to gain, like there help.

"We can do anal." you whisper. The young trainers can't or don't hide there excitement, they start cheering and patting each other on the back until the lanky one motions for them to knock it off.

"Great, so how do you want to do this in the bushes? or behind the mart? or...." the lanky trainer asks as he looks around, it's obvious he's in a hurry now that you've agreed to his demands.

"I have a room in the pokémon center we can use." you suggest, and before you know it your walking up the stairs to your room while the five young men follow closely behind. There is a bit of arguing between them on the way as to the order of there turns with you causing you further arousal but also further embarrassment since it makes it very clear to the several trainers you pass in the lobby what's about to happen up in your room.

"Ok, hurry up and get inside." you say when you open your bed room door but instead the boys form a orderly line next to the door.

"Na we agreed we all want to be alone for our own turn." says a shorter trainer who hasn't spoken to you up until now.

"Ugg, fine, lets just get this over with." You say as you enter you room leaving the door open for whoever is entering first. You probably should have guessed it would be the tall lanky guy given he appears to be the only member in his littler group of friends with any confidence. He strolls into your room grinning like the cat who just ate the canary and you note that while he is not ugly, he is hardly attractive, maybe his brows are too big, or his nose is too small, whatever it is you find this young man's grinning face and obvious lust for you a bit repulsive.

"Please get up on the bed and don't look at me, I'm shy." He says in a devious tone that makes you feel fairly sure he's not shy at all. Still you comply without complaint and climb up on your bed as you strip out of your shorts before getting on your hands and knees and closing your eyes. "Do you have any lube?" he asks.

"No, do we need that?" you ask.

"I think so, but your the pokéslut, you would know." he says as you hear him bumping around behind you.

"Why would I know, I've never done anal before." you say defensively causing him to laugh heartily.

"Really! That's amazing, I can't wait till I can tell people that before she was famous I was the first person that got to fuck Amber the pokéslut's ass!" he says as his voice moves around behind you. You wonder what's taking him so long back there, maybe he's looking for lube? But you don't have to wait too long, after about thirty or forty awkward seconds of feeling nervous and exposed you start to feel his weight moving onto the mattress as he climbs up onto your bed.

You keep looking away in part because he told you to and in part because you don't find him very attractive, but you do peek down once between your legs to asses the dick that's about to be inside you. The cock is probably above average in size, though compared to Blue's or Brock's its certainty nothing to write home about, thought given you are about to take in up your ass you where kind of hoping it would be much smaller.

As he slides your panties to the side you finally start to get worried, up until now you've mostly been ashamed and embarrassed, but with nothing left between you and the man shifting behind you its starting to hit home that your really about to have something pushed up your bum. You've played around with your pussy before, you've even been bold enough to sneak your fingers inside a few times, but you have no idea what having something up your ass is going to be like and your not at all sure your ready for this.

Please log in to view the image

The trainer behind you however is more then ready, you feel his hand slide up your leg and along your inner tight "I found some lube after all." he says confidently as his finger passes between your pussy's lips on its way up to your tight little anus. You can't help but let out a moan a little as his damp finger touches the tinny sensitive folds around your back door. A tingle runs up your spine and a second gentile moan escapes your lips as he rubs his finger around your puckered hole a few times. You didn't mind the feeling of his probing finger and miss it a little when he pulls away and your almost looking forward to being ass fucked until you feel him start to push the dry head of his cock past your tight virgin sphincter.

You understand now why you should have used real lube, but its too late for that now. You fill your firsts with bedsheet as you grit your teeth and try to take it, but the moment the head of his cock push up your wazoo your already screaming "Please, stop!" for the first time tonight followed by "Fuck!" as he pushes the first half of his shaft into you with a sudden jolt.

The pain is crazy, you thought being fucked by Brock hurt but at least your pussy was wet while he stretched it out, having your ass stretched by a dry cock feels awful and you squeal loudly as his cock pulls back slightly before it thrust into once more. After three more little thrusts from him and three more pained squeals from you his warm hips meet your firm ass cheeks. While the trainer enjoys a few moments with his cock buried as deeply as he can get it, you wriggle your butt around in an attempt to lessen the discomfort your feeling deep within your bowls. The trainer however mistakes your attempt to find comfort as a lewd invitation for more and starts to fuck your ass with exuberance.

You can hear the rhythm of his thrusts in your own voice as you resume screaming! It feels like your ass is on fire and your sure something must be breaking up there given how much it hurts, you beg once again for him to "Please stop!" but that only seems to encourage him to fuck you harder. Your knuckles are white from how tightly your griping the sheets, not that your knuckles are the part of body that have your attention right now. Thankfully the trainer in your ass lacks stamina and after a few more thrusts he pulls you hard by the hips as he climaxes, you can feel the warmth of it spreading up inside you.

Your panting heavily as he pulls out of you and slaps your ass cheek hard "Thanks for the fuck slut, I'll send the next guy in." he says cockily as he dresses himself behind you.

Your still breathing heavily with your eyes tightly closed tight as you feel the next trainer getting on the bed with you, you tense up and brace yourself for the pain of his entry and your happy you did since only moments latter you feel him trying to push his dick head between your clenched butt cheeks. You scream as he manages to push it into you, your not sure if he's bigger then the lanky trainer or if your already fucked out back there but it hurts even more. You scream breaks into a whimper as he pushes inside you. "Please stop!" you beg for almost the last time today.

He stops, but he doesn't pull out "Too fast?" he asks curiously.

You really want him to just get that thing out of your ass, "Ya maybe slower will be.. Better!" you scream the last word when going slower feels no better at all. You don't think you can endure all five of them and you wish you knew how real pokésluts do this. Then you recall Brock's advice from the other day and pray it applies to anal too as you try your best to relax and enjoy the pain in your butt.

Relaxing helps to lessen the pain, but it still hurts, you grit your teeth and listen to your own pained whimpers as they involuntarily escape your lips in time with each short jerking thrust. Thankfully its over before too long and for a second time today you feel a hot warmth spreading up your anus to join the first. You finally open your eyes and look back over your shoulder to watch the trainer as he pulls up his pants, you catch a glimpse of his cock, its almost as thick as Blue's but not nearly as long and while it might look funny on another man it looks at home between the legs of the chubby trainer.

You see the next trainer in line excitedly enter the room, his youth and grinning face make him look like boy who is about to take his turn on the carnival ride. He literally skips as he rips articles of his clothes of with frantic need as he makes his way across the room to he place behind you. He's not handsome but he is sorta cute in his own way. You watch until he reveals his thin veiny dick of average length, you not its already standing firmly at attention even befor he bounces up onto the bed with you.

The trainers energetic entrance was a good indication of how he plans to fuck. He wastes no time in mounting you. You can feel his legs squeeze your sides and his arms grip your shoulders while he squats down over your back. Your not sure how he intends to enter you from there but he manages to lean back and line himself up somehow and your soon feeling the familiar pain of a cock pushing past the now flaming entrance of your previously virgin asshole. You gasp and bite your lip and he has half his dick in you before you remember to relax, the rest of his cock slides easily up your now well lubricated ass, you give a new kind of moan as you experience a small pleasurable feeling you where not at all prepared for.

The energetic trainer enamored with his in own pleasure seems unconcerned with yours, he pumps away at your back side as fast as he can while his fingers nails dig painfully into your shoulders. You on the other hand are starting to see why enjoying yourself helps just as much as relaxing as you feel yourself loosening up back there as you spread your hips and push back in an attempt to welcome the intruding member. Your just starting think you might be able enjoy this after all when the trainer can't help but shoot his load into your ass, you feel not just the warmth but a bit of added pressure as the balls of the twitching trainer empty themselves inside you.

You close your eyes and arch your back as you wait for the next trainer to take his place, you don't have to wait very long, soon you feel a warm pair of hands grabbing at your tits as the weight of another body joins you on the bed. You give a soft little moan as one of his fingers grazes your nipple while he squeezes your tits. But that pleasure stops as suddenly as it started as his hands move to your hips as he lines himself up with your backside.

You remember to relax before this guy enters you, and your happy you did since the cock that enters you feels huge, your also lucky he didn't go first since the cum already inside you is giving him ample lube, even so that you scream out for the last time tonight "PLEASE STOP!" as you feel him **** his way inside.

He at least tries to stop and pull out, but then he starts to cum on the way out and can't help but get a least a single pump in. You lift your hips high in the air as the feeling of being stretched spreads up to a depth you didn't know your asshole possesses, causing your lips to produce a low moan that's half pain and half deep desire to get fucked harder.

You can literally feel the cum dribbling down past your already dripping snatch as you watch the trainer zipping up his pants while he shuffles quickly out of your room without letting you see his face or the cock you where really trying to peak at but you can assume he must be the shy one who's yet to say anything.

Trevor is the last to enter your room, he looks guilty as he walks towards you "Sorry, I didn't think they would be that rough with you, we don't have to do this if you don't want to." he says apologetically.

You consider just ending this now since there's been an uncomfortable burning sensation around the ring of your anus ever since this started and its only gotten worse the longer you've been letting them fuck you. But you also know Trevor's dick is much smaller then last guys, and he's not likely to last much longer then any of the others. Besides it's clear from the little lump in his pants and the way he's looking at you that he wants to take his turn too.

You think for a moment as you look back over your shoulder at him "You can if you want, but I'm probably a mess back there." you say.

Please log in to view the image

"Really? You don't mind?" he asks eagerly as he eyes your dripping backside and starts to rapidly remove his clothing.

You close your eyes and put your head back down on the sheets as you wait for Trevor to mount you like the others, Trevor however rests his hands gently on your hips as he glides slowly and easily into your slick asshole. It only hurts for the moment he first enters you, but once he's inside your not only easily able to take him, but your managing to enjoying the feeling of his cock as he makes soft tender love to your battered butthole.

This time you really do wish it lasted longer, Trevor's dick is just big enough to feel great, and your just lubed up and warmed up enough for his soft ass fucking to feel amazing, but when your anus clenches up all along his inexperience cock he can't help but add his cum to mix. "Please DON'T stop!" you beg as you feel the him climax and to Trevor's credit he keeps going for as long as he can, but during his orgasm he lost the slow gentle rhythm that felt so nice. After a few minutes of him trying his best to please you he slips out. "I'm satisfied if you are." you say to Trevor when you feel him trying to push his now only semi erect cock back up your asshole solely for your pleasure.

"Did you cum too?" he asks hopefully.

You look back and see his smiling face looking back at you "Only with you." you lie.

"Wow really! I'm amazing!" Trevor gloats proudly "I can't wait to brag to the guys I'm the only one that managed to make you cum!" he says proudly as he dresses as quickly as he can and you smile as you watch him strut his way out of your room.

Anal might not have gotten you to orgasm, but it did feel sorta nice at the end. You sign contentedly and let your arms and legs finally relax, you didn't realize how rigidly you'd been holding your body until you feel the stiffness in all your limbs when you move them. You slump down face first on the bed as you relax and feel a bit pleased with yourself for managing to take all five of them. You've almost nodded off as you lay relaxing on the sticky sheets when you hear feet in your room and open your eyes to see the lanky trainer sneaking across your bedroom floor.

"Sorry, forgot my Pokédex in here." The lanky trainer says guilty when he sees you notice him. You watch him stroll over and pick up his Pokédex up from where he left it propped up on the dresser behind you. Your fairly sure he just filmed everything that happened and you want to yell at him, but there's not much you can do about it now. Your too exhausted to start a fight with him anyway so you tug at the sticky sheets around your lower body in a half hearted attempt to cover yourself as you watch him leave.

The last thing you think before you fall asleep is that your going to have to get a better form of contraption then anal since getting fucked in the ass is way less fun then getting fucked the normal way.

What's next?

Comments

      Want to support CHYOA?
      Disable your Ad Blocker! Thanks :)