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It All Started With A Tentacruel	By : captainilovetitsalot Category: Pokemon > General Views: 18770 -:- Recommendations : 0 -:- Currently Reading : 0
Disclaimer: First chapter features Tentacle rape. Only Chapter to have rape. The story is part of the pokemon fandom and I don't own Pokemon or any of the characters or make a profit off this story.

Chapter List
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Author Note: I am going for a Hentai feel in this story rather then realism. So that's why Max can cum a huge amount and stay hard, people can have ridiculously long sex sessions, and characters can get aroused faster than what would be normal for someone in real life etc.
Chapter 1: Caught By An Enexpected Visitor
Five Years Later.
Misty had closed her gym for the weekend excited to be alone for two days. Everyone who worked for her had gone out to Saffron city early this morning for the first Kanto region Pokemon contest so she couldn’t hold any gym battles. She would have liked to have gone, and watch her friend May compete, but it had been so long since she last had sex. She didn’t have a boyfriend, in fact she never had sex with any humans except for some of the women she worked with at her gym. Instead of having sex with humans she fucked Pokemon, and this weekend she wanted to have sex with her favourite Pokemon. A Tentacruel she befriended a while back when it had raped her, and got her hooked on Pokesex.
Despite the fact that it raped her when she first met it she loved the whole experience. It made her realize there was no good reason to bother with dating when she could just fuck her Pokemon, and not have to worry about the drama that came with dating. Besides so many guys were intimidated by the fact that she could stomp them in any Pokemon battles they fought, Misty being a gym leader would make most guys so insecure she couldn’t stand them after only a couple dates, but she had to be the best if she was a gym leader. She only went easy if she was fighting a trainer who hadn’t yet gotten any gym badges. That was the league rules of course, gym leaders had to use different Pokemon depending on how many badges a trainer had already gotten, that way a new trainer wasn’t discourage after being stomped out by her Pokemon. Misty was usually one of the last gym leaders people fought, but she had seen a few kids come from Pallet Town and other nearby towns, that only had one or two badges. Once she had fought a kid who was the league champion in the Johto region and was taking on the Kanto league. That had been a tough battle though she had managed to beat all his Pokemon once before he won his badge on his second try.
The only down side to fucking Pokemon was that she couldn’t do it whenever she wanted. She had to be careful that no one walked in on her. Although she can fuck any of the women who worked for her, almost whenever she felt like it, they couldn’t satisfy her like her Tentacruel. This Friday, on top of not having had sex for a long while, she had to deal with a new delivery of Pokemon badges even though it was a long weekend for her, the combination of both caused her to rush though her work while her pussy ached for release. Even with her rushing to get things done she wasn’t finished until the evening. So on that fateful night she let out her Pokemon into the pool after having rushed through checking that she locked all the gym entrances. She had forgotten to lock the delivery entrance that she had received the gym badges at, and she was unaware that a visitor was walking toward her gym, she was completely focused on starting the sex marathon she had planned with her favourite Pokemon.
…
Max walked out of the tree line. He was confused and disoriented, covered in dirt, and his shirt was ruined, having been torn up during the day by wild Pokemon and plant life. He felt like crying when he realized it was getting dark, but by some miracle he found himself on the edge of a city.
“Fuck.” He cursed quietly when he realized it wasn’t Saffron City. Wild Pokemon had gotten into the city and chased him into the wilderness. He was only supposed to be out for a couple hours to do some shopping with his birthday money for himself and his sister May who was to compete in the first Kanto Pokemon contest the next day. She had probably noticed by now that he was missing. He was lucky that he hadn’t been seriously hurt but his shirt was pretty much done for, and it had been a favourite of his. It was the worst way to spend the day after his 18th birthday.
He walked into town looking for a sign or a familiar landmark. He found a bus stop and looked at the map of the small city he was in.
“Holy shit! How did I get all the way out here!” Max yelled from shock. He was all the way in Cerulean City. More like a large town compared to Saffron City, and far away from where he had been. It explained why he had been walking for most of the day though. He must have been really turned around, but being in Cerulean city was the first good luck he had that day. He had a friend in the city, well she was more a friend of his sister, but a friend nonetheless. He started in the direction of Misty’s gym. A girl he had a crush on as a kid, and she had fuelled a lot of his masturbation fantasies. Some of which, he suspected she caused on purpose.
…
He pushed open the door. It was the third one he had tried. The other two had been locked, and there had been a closed sign put up on the front entrance. Not unusual, and he knew Misty lived in her gym and that she hadn’t planned on being at the Pokemon contest, though he had been starting to worry that he would have to find a pay phone to try and call her to come let him in when he found the back entrance for delivery’s still open.
He walked down a dark hallway. Finding his way by touch due to being unfamiliar with the gym. He heard what sounded like moans of pain coming from somewhere in the gym. He started walking faster worried someone was hurt. He was often a nervous, and shy boy, but when someone was hurt, or in danger, he would rush to their help. At a young age he had taken on Pokegangs like Team Rocket with his friends and sister, so danger didn’t scare him.
He stepped into a room that wasn’t dark like the hallway. It was a large room full of swimming pools used for gym battles. Each pool was roughly the size of a public pool, though the depths varied much more then at a public pool. One side of the room had a wall of one way mirror glass that went to the celling and let in the dying light of the setting sun while showing a view of the city from the hill that the gym lay on, the outer side showed nothing of the inside of the gym. Max froze when he saw what was happening in the centre pool. Something he hadn’t seen from the outside.
Misty’s back was to him and she was above him in the air, she was bathed in the dying light and was glowing. She was being raised above the water of the pool by a Pokemon that was in the pool. He had mistaken moans of pleasure for moans of pain. He felt warmth rush into his dick causing it to grow and stiffen. He was watching his childhood crush get fucked by her Tentacruel. The Pokemon started to move her in a way that would bring him into her line of sight, so Max dived behind some boxes of Pokemon treats.
His cock had gone hard as soon as he realized what he was seeing, making his shorts feel tight. He watched with awe as he saw Misty getting fucked in every hole. He had once looked up Tentacruel porn when he overheard two male trainers talking about it. It had been mostly curiosity, not believing that such a thing existed. Of course he didn’t know about the Pokeporn videos featuring his sister that were on the Internet, not coming across them during the few times he did search Pokemon on Trainer porn after learning of it. Seeing someone getting fucked by a Tentacruel in real life was much hotter then on a small Pokephone or on a screen of a Pokecenter computer that meant he had to be careful while he browsed so no one could see what he was looking at, even then he would still pull his dick out so he could cum all over the underneath of the desk he sat at. Seeing the real thing made him forget the past twenty four hours as he hid behind the boxes, and pulled down his shorts to free his cock. After filling his hand with spit he started to rub his rock hard dick while he watched Misty get fucked. Due to his excitement at seeing his childhood crush naked and getting fucked, it didn’t take him long to cum, and he squirted out a huge load against the boxes and covered the floor around him with his cum. There was enough to soak into the bottom of his shoes as it mixed with the water on the floor.
…
Misty stopped moaning, and her Pokemon stopped fucking her. Max had lost control when he came, and had let out a moan. She didn’t know who’s voice she just heard moan out “Ffffuuuuuucck.” and her heart had dropped into her stomach. She was scared that some nosey trainer had caught her. Tentacruel put her on the ground, and she got ready to fight despite being naked, and covered in Pokecum. She didn’t want to let some pervert’s video of her get out into the world.
“Who the fuck is there?” Misty yelled. Max froze, and slammed down on his butt in his puddle of cum. He had been found out, and was probably going to be hurt. He couldn’t bring himself to say anything, and just watched as she walked toward him.
It felt like forever for Max before Misty saw him despite only taking a few second for her to cover the empty space between them. She started yelling as soon as it was confirmed someone had been spying on her. “What the fuck! You disgusting pervert getting off to me..” She stopped when she realized who she was yelling at. It was Max—a sweet kid she knew from years back—who had caught her. That wasn’t what stopped her though. Her empty boxes that had held Poke Treats were covered in cum, and he was sitting in a large puddle of cum. She may have never been with a human male, but she had seen porn and knew that he shouldn’t have made that much cum, and despite cumming an amount not possible for a normal human he was still rock hard. She went from angry and turned off, to instantly horny at the sight of him. Max also looked like someone had beaten him up, he was covered in scratches and bruises.
“Don’t hurt me. Please Misty, I’m sorry.” Max said, sounding like he was on the verge of crying, and he was shaking with genuine fear, something that was rare for the boy who took on Pokegangs without much thought despite not having his own Pokemon. Misty had forgotten her anger at the sight of him, and only wanted to hold him to keep him from shaking. She wanted to protect the sweet innocent boy before her.
“Oh sweetie are you okay? Come here, lets get you out of that pool of cum.” She pulled Max up by his arms and wrapped her arms around him trying to get him to calm down. His cock, still hard, pressed between him and her stomach, making her pussy start to drip juices, but she tried to ignore it. His body was still shaking against her.
“What happened Max?” Misty asked as she rubbed his hair. “Don’t worry I’m not mad at you, I just wish I had known you were going to show up when you did so you wouldn’t have caught me.”
“You’re not mad?” Max asked. He was confused by the fact that she was holding him instead of hitting him, he didn’t even realize the fact that he was being hugged by a naked girl.
“No, as long as you promise not to tell anyone what you saw, well except for you sister, she already knows about my secret, and I won’t tell anyone what a big perv you are.” Misty replied rubbing against Max’s dick before she could stop herself. Feeling her grind against him he realized she was naked and some cum leaked out onto her stomach. He blushed beet red and tried to look away but she grabbed his face so she could look into his eyes. “It’s okay. You’re not in trouble.”
“So.. My sister knows about this?” Max said, more to himself when he realized what she said. He shook his head. “No. Not important right now.” He said trying to ignore the horny and naked gym leader pressing herself against his body, and pushing his cock between their stomachs.
Misty realized she was coming on strong by not only holding him while naked, but by rubbing her body against him. She couldn’t help herself though. She had only gotten to cum once and it had been a very long time since she had real sex with one of her Pokemon. Having her pussy eaten by one of her female employees as well as using sex toys just didn’t do enough for her. “What happened to you sweetie?” She asked. Trying to distract him before he froze up in fear due to her being so close to him.
“I got attacked by wild Pokemon. I was shopping in Saffron City earlier today and once I got away from the Pokemon I was lost, I somehow made it all the way here and you were the only person who I knew in this city once I realized where I was.”
“Oh no, that’s not good. Your sister must be worried sick about you.” Misty said.
“So you’re really not mad?” Max asked.
Misty pulled away and looked at him then down at his cock and all the cum he produced. He blushed and looked away making her blush too.
“That depends, would you want to have some naughty fun with me? Be honest.”
“Um.. Yes I kinda have wanted that for a while now.” Max said.
“Good answer.” Misty laughed. “Well since you answered correct I’m not mad. I would have been mad if you said no.” Misty teased. “Now let’s get you cleaned up you poor boy. You’re such a mess.”
“Okay. Thanks, sorry I interrupted you fun.” Max said quietly.
“Don’t worry about it. It’s been a long time since I last saw you and your sister and I’m happy to have a visitor that isn’t here for a gym badge. Happy belated birthday by the way.” Misty said.
“Thanks.” Max said in reply as she pulled him by his arm toward another hallway, although she would have preferred to pulled him by his cock, she didn’t want to leave a big trail of cum. She had a feeling he could cum a lot more despite how much he already had and that it wouldn’t take much to cause him an orgasm judging by how much he leaked onto her stomach.
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It All Started With A Tentacruel