Alphabet Challenge | By : campfiresongsong Category: Pokemon > General Views: 42880 -:- Recommendations : 0 -:- Currently Reading : 1 |
Disclaimer: I do not own Pokemon, and I am not making a profit from this story |
Gary could pick up just about any girl that he wanted to. He was blessed with good looks, and was also equipped with a mouth full of smooth words and phrases that could woo the prettiest women. Because of this, and the fact that he was an excellent Pokémon trainer, girls flocked to him. He even had a group of cheerleaders accompanying him on his quest to become the new Hoenn champion.
He’d slept with each of them before; he even had one amazing night with all of them. He never looked for anything like a serious relationship, which bugged a lot of them, but none of that mattered to him. He was the stereotypical womanizer who didn’t seem to look beyond a girl’s outside appearance. There was one girl, however, that really interested him. Unfortunately for Gary, this girl was traveling with Ash instead of him. He intended to change that.
He had just defeated Ash in an intense battle on the outskirts of Mauville Town. The battle had lasted for at least an hour, and darkness had fallen by the end. Even though Gary wasn’t traveling with Ash and his friends, he decided that he would go to the Pokémon center with them because it was getting late and the Pokémon center was certainly better than camping out.
As usual, Ash and Brock got a room to share while May got a room of her own. Gary got a room of his own as well; his was down the hall from his frenemies. Gary got back to his room, threw his stuff on the ground, and flopped down onto his bed. He picked up the remote and hit the power button multiple times, trying to get the TV to turn on. After concluding that it was broken, he frustratingly got up and went out to the lobby to watch the TV in there.
He sat down on the couch and half-listened to the news for about thirty minutes before May came out and joined him. His eyes widened in surprise as he realized how lucky he was. He couldn’t have drawn up a better situation to get the girl alone if he had tried. He quickly came up with a plan in his head, and then cleared his throat before going ahead and putting the plan in action.
“What are you doing out here?” He started up the conversation as casual as he could.
“I could ask you the same thing,” She replied, not willing to answer the question simply.
“Well my TV wasn’t working so I came out here. Your turn.” Gary prompted her, unfazed by the fact that she wasn’t seeming to be an easy hook.
“My room doesn’t even have a TV, and I wanted to see the weather for tomorrow,” This time May actually answered the question, clearing the first obstacle in Gary’s plan.
“So what’s it like traveling with Ash?” Gary asked as he sat up from his slouched position, and scooted closer to May as discretely as possible.
“Umm… It’s pretty good,” She answered as she started to full uncomfortable. Gary had never talked with her before this, and she wondered why he decided strike up this conversation.
“Are you and him pretty close?” Gary continued to question her while he continued to inch closer to her, though she had yet to notice that part.
“I guess so…” She said, trailing off as her comfort level still failed to improve.
“Are you guys going out or anything?” Gary asked, now officially moving the conversation down the road he had paved.
“No,” She answered, she had now given up on getting the weather forecast.
“You ever been with a man?” Gary fired off another question immediately after she had answered the last.
“No.” She responded firmly, scooting over as she now noticed how close the two of them were.
“How has a girl with looks like yours never been with a man? He asked undeterred, closing the space that May had just created.
“I don’t know! There’s never been an interested guy I guess… not that I’ve been interested either,” She started to wonder why she was even answering his questions.
“Well I’m certainly interested, and I think I could interest you too,” Gary said, revealing his motives behind the “friendly conversation”.
“N-no! I’m sorry… but I just… no,” She said in hopes that he would stop talking and leave her alone.
“C’mon baby. You ought to give me a shot,” He said as he put on hand on her side. He leaned in to the point where he had invaded May’s personal space and she could feel the warmth of his breath on her face.
May looked around in hopes that somebody was in the room or would enter the room and stop this from going any further. Unluckily for her, it was only the two of them. Gary was now rubbing his hand along her sides, and as much as she hated herself for it, she silently enjoyed it. With his experience, Gary was able to read her face and know that he was succeeding. He went in for the kill; he leaned in and kissed her on the lips.
“Why don’t we take this back to your room?” He asked, thinking that he might just have it in the bag at this point.
“N-no… I couldn’t do that...” May rejected his request, but it was an extremely weak request and was not enough to get him to stop. He now kissed her cheek multiple times, getting no resistance from May.
“Fine. Then let’s take it back to my room, sweetie,” He smoothly responded as he trailed his kisses down to her neck.
May said nothing this time, she could deny him no longer. Her teenage hormones were raging now as Gary gave her her first hickey. It felt so warm, so new, and so good. She let out a soft moan, which basically served as a white flag in Gary’s eyes. She had finally given in; he had done it once again. His ego managed to soar even higher upon this realization.
Once Gary had finished his job, a job that would probably be difficult to explain in the morning, he guided May off the couch so he could lead her back to his room. He snuck his hand down onto her butt, feeling her up along the way, as May continued to let Gary control her. She didn’t know why she was letting all this go on, for some reason she blindly trusted him to make her feel good.
He unlocked the door, and closed it right back after they had both entered. He pressed his lips back on top of hers, and let his hands do some moving. He brought one back to her tight butt, and used the other to begin removing clothing from the girl under his spell. He removed her signature bandana, and all of the buttons on her shirt before snaking his hand up her shirt and feeling the two things that truly separated May from most girls her age.
There was plenty of heat in the room now, with most of it being emitted from the kissing being done. May knew that it lacked the true electricity of a loving kiss, but the heat alone felt fantastic. She barely even noticed that her clothes were slowly but surely being removed for her. Eventually, Gary withdrew from the kiss that he had initiated.
He ripped off the shirt that he had unbuttoned, and her bra fell down too as he had managed to unclip it while he was fooling around in there. In order to make her feel a little less bashful, Gary removed his own shirt after this. She didn’t have any reason to be self-conscious he thought, she had a rack that was surely the envy of all the girls her age.
“Oh good god…” he muttered out as his suspicions from seeing her with a shirt turned out to be false. She didn’t stuff her bra as he thought she had; she was perfectly natural. She hadn’t even been wearing a push-up bra; she was simple blessed with large, firm tits. He could have fun with those babies all day, but he’d already gotten what was his fair share of fun with them for the night.
Instead, Gary continued undressing himself, taking off his dark blue jeans. His black briefs that he had underneath didn’t stay in sight of very long, as they were discarded quickly. This action revealed what Gary had self-described, and many girls had seconded, as a beast. His current length would already qualify as big, and he wasn’t even fully erect yet.
Gary put on his often present smirk as May gaped. She had told the truth when she said that she had never been with a man, but she’d watched a few videos that were supposed to have been for adults only, and she’d gotten her hands on toys that actually weren’t meant for kids. She knew that she was going to have trouble fitting him inside of her.
“I think you know what to do with it,” Gary commented as May had started to get over the shock of seeing her first human penis. She did, indeed, know what to do with it thanks to those naughty videos. She opened her mouth and slid it over the front half of his rod. She wasn’t sure what she expected to have tasted, but she was happy to find it to be a nice taste.
She closed her eyes and tried to tell her mouth that she was simply sucking on a lollipop or a popsicle or something like that. She sucked on it, and gave her tongue the most exercise that it had seen by moving it along everywhere that she could reach. Each second proved to provide valuable experience as she improved at a modest rate.
Gary, with all of the different girls that he had slept with, had received many better blowjobs, but for a first-timer, May was performing at a slightly above average level. She began to take in a little bit more of him when she felt that she could do so without choking on it. She dare not even imagine of going all the way down on him. She just worked with what she could at this point in time.
Even though she hadn’t done a job that he would remember down the road, she still accomplished the goal that he had silently set for her. His cock was now popping out its full length, extending almost 10 inches from the rest of his body. He eyed May’s shorts, and she got the message right off. She slid her biker shorts off, and her red panties followed them to the pile of clothes that had accumulated.
May lied down across the bed, and Gary crawled in behind her. Without bothering to ask, he slowly inserted himself, waiting for her hymen to stop him at any time. Much to his surprise, it never happened, as unbeknownst to him, it was already broken. Being presumptuous, Gary immediately assumed that she had been lying earlier.
“I thought you said you hadn’t been with a guy,” He said in a questioningly manner.
“I hadn’t! Not until now anyways… but I’ve done some other things,” She said as she let Ash’s rival in on her dirty little secret.
“Well aren’t you a naughty little girl,” Gary said as another smirk came onto his face.
He then began to slowly pump partially in and out of the amateur. He wasn’t going to go all in on the poor girl; no he wasn’t that much of a jerk. Ok, maybe he was, but he wanted to be as nice as he could to May. He didn’t want this to be a one night stand or anything; he wanted to sleep with this beauty as many times as he could. He didn’t want an actual relationship of course, but she had all the assets that he could want in a sexual partner.
May let out some long, soft moans as she lost her virginity while Gary was also unable stay silent due to the pleasure of entering into a girl so tight. He’d had the pleasure of popping the cherry for many different women, and the experience never got old. He didn’t understand why any guy would want to be with an overused, loose girl, because this felt amazing.
Once he thought that he had given her sufficient time, Gary began to penetrate in just a little bit deeper, now over half of his length, as he wanted to explore the depths of her vaginal canals. It seemed that the further in he went, the tighter and more fantastic it felt for him. He hoped that May was getting the same utter enjoyment out of this as he was, and by the sounds of her moaning, he assumed that she was.
“Oh it feels so good!” She let out softly in the midst of her pleasure. When she first discovered the “art” of masturbation, she thought that it felt really good, but actual sex was on a totally different level. Gary’s meat barely even fit inside of her, and caused for her insides to be stretched to levels that they had yet to stretch to.
Every couple of minutes, Gary would add in another inch or so, multiplying the joy for each of them every time that he did so. Though he tried to keep them in, Gary had to give off grunts as his cock was squeezed as tightly as it had ever been. He had also been increasing the very slow pace, but he still kept it fairly slow.
“Oh you’re so big! Oh! Ahh! I think I’m going to cum!” She announced as she tried to hold in her climax for as long as she could. Gary didn’t really heed any mind to what she had said, he only thought of what she would say if he actually put all of himself inside her. He stayed patient though, for he wanted there to be a sequel to this sometime in the future.
“AHHHH!” May let out her first real scream of the night as she orgasmed. It was much more powerful than any of the finishes that she had gotten when she was by herself. After getting over the thrill of how wonderful it felt, she realized that Gary had managed to hold it in, and that meant that they weren’t done just yet.
May returned back to her knees in hopes that she could give Gary the same finish that she had gotten. She picked up right where she left off, remembering the lessons that she had taught herself earlier that same night. She still could only fit in about three-quarters of him, but she hoped that maybe by next time she would a find a way to fit all of him inside her mouth.
Gary, on the other hand, was no longer satisfied with what he was getting. He decided that it was time for him to take control. He grabbed the back of May’s head and forced her to go all the way down to the very base of his cock. He could hear her gagging because of the unexpected move. She thought for sure that she was going to choke if he kept her like this.
Much to her relief, Gary released and allowed her to come back up and get some air. He only gave her a couple of seconds, however, before forcing her back down. She wasn’t ready for this one either, and started choking again, although she probably would have choked regardless of if she was ready or not.
Gary repeated the procedure, and started to quicken it as well. Surprisingly, despite all of his times with women, he had never skull-fucked any of them. He didn’t even know what had given him the idea to do it, but he was glad that he came up with it. May continued to gag as his huge dick continued to force its way down her unready throat.
May didn’t understand how girls learned to breathe like this. Her whole mouth was stuffed full and Gary’s cock went down and seemed to block her air passageways in her throat because of its extensive length. He would pull out momentarily, just long enough for her to take a tiny breath, before pushing his way back down.
“You like that, don’t you, you little slut?” Gary said in a jesting manner. May wasn’t sure how long she would be able to stay conscious if her breathing continued to be cut short like it was now, but she just hoped to tough it out until Gary finished with her. She wouldn’t have to wait too much longer, Gary knew he couldn’t hold it in for very long.
Knowing that he had only seconds left, he got a little rougher with her. He pumped in a few more times, pushing in as far as he could. Finally, when May was probably a good minute or two from fainting, Gary reached his climax. He released his seed with his cock still lodged in her throat. She was forced to swallow it; it didn’t taste that bad though, so she didn’t care.
Gary then took his hands off of May’s head and pulled out of her mouth. She coughed multiple times, and took as many deep breaths as she could. They stayed silent while May tried to return her breathing back to normal. Once she finally had, she began to redress herself. Before leaving, she felt the need to ask Gary something.
“So am I just another hot girl for you to sleep with for one fun night?” She asked in a way that it was more of a statement.
“Of course not,” He responded coolly, in hopes that she wouldn’t hate him. She arched her eyebrows, before escorting herself to the door. When she reached to turn the doorknob, Gary called out to her for one final time.
“Oh, by the way, it’s supposed to rain tomorrow.”
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