As always, it’s been a while. Sorry! This time I bring to you a prequel to another story of mine, “Former Champion’s last show”, looking at at an unfortunate encounter of poor Darren in the region of Galar, trying to claim the title of champion.
I have a few ideas for some stories, but I won’t promise anything. But I’ll be back! I hope you enjoy this. Please leave feedback! I always enjoy it.
*****
Darren was enjoying his adventures in Galar. Camping with his Pokemons out in nature, enjoying sights and local specialities was something that he never experienced before.
And of course, there were the battles too. He was competing to become the next champion, after all. He was still at the first stages, but he showed great promises, like many others. But that meant that there were still a lot of people in the race. The last few days were harsh: in his quest to get all the new Pokemons and explore the never seen continent, he spent a lot of money. A couple of bad battles and encounters with high leveled wild Pokemons left him on his knees: only a poor underleveled backup rookidee was left in a fightable state.
After a couple of hours of walking, suddenly he saw some lights at the horizon:
“Finally,” he thought “a city! Don’t worry guys” he said, looking at his pokeballs, “it’s time to heal you up. And for me, I get a well deserved nap.”
That’s when he heard a voice, coming from his right:
“Hold there!” The voice belonged to a young man. He must have been not much older than 30 years old. He had blonde, short hair. “Our sights met, and you know what this means… it’s time for a Pokémon battle!”
“Shit” Darren thought. “I was so busy wondering that I didn’t even look around.”
“Uhm… listen, could we… make it so this didn’t happen? I’m not really in full strengths here…”
“No way, buddy. I can see you’re in the race for the championship. And you know the rules. If you don’t fight, you’re out.”
He was right. And Darren knew it: he couldn’t turn back now, so he did the only thing possible, accepting the fight.
To nobkdy’s surprise, he lost. Quite rapidly, too.
“Heh! You want to become champion like this? Maybe you should just drop the race.” The blond, athletic man said with a smirk on his face. “Well, it’s a thousand Pokedollars now, thanks.”
“Yeah, about that…”
Darren didn’t want to fight because of his knocked out team… but also because his latest spending sprees left him penniless.
“Don’t tell me you don’t have the money! You know that’s a direct disqualification, right?”
“I… I know, wait, please, I can pay you in other ways, I’m sure.” He brought his backpack in front of him, ramaging into it. “I have… a couple pokeballs… and escape rope… a couple of repels…?”
“One thousand is pretty far from that, you know?” He sighed. “I can see you are passionate about this, so… listen. Ok. What about a deal? I’ll forget about this debacle, but you need to do me a favour.”
Darren was surprised. It’s not for everyone to risk a disqualification to save a total stranger.
“Sure. Whatever you want” he said, with a big smile on his face.
The trainer smirked, again. But now, it seemed like there was some king an evil note in it. “I want you to help me train my Pokemons. Are you game?”
“Of course. Whatever I can do to help you.” Darren replied, though he thought he didn’t really show much strength in the fight to justify a training session.
“It could have been worse” he thought.
“Great! Now, can you choose a number between five and twenty-four?”
Darren looked at him puzzled for a bit. A strange request for sure, but in his many travels, definitely not the strangest.
“Sure. Let’s go… uhm… five?”
“It’s settled, then. You will help me train my Pokemons for five hours!”
“Oh? Now I feel bad… listen, you are really helping me here, I want to repay you fully. I’ll help you for the full-day.”
“Are you sure? Twenty-four hours of training isn’t something for everyone.” Darren could see that faint evil in his eyes, mixed with some genuine concern.
“Of course.” Darren put his right hand in front of him, offering a handshake. “Training will help me too, anyways”
The trainer smiled, before accepting Darren’s counter offer, shaking his hand.
“Here, come with me. I’ll let you stay at my camp.”
The two walked for a while, going further from the city Darren noticed before, and into a nearby wood. After some minutes the two arrived at a clearing near a river, where a big yellow tent was put.
“Here we are. I chose this place well, nobody will disturb us here. You’ll probably want to remove your shoes. The terrain here is grassy, and you’ll probably be more comfortable. Also, you must be tired from all the walking.”
Darren agreed. He removed his shoes and socks, putting them beside the tent. Immediately he felt the cool breeze, and he stretched his toes against the soft grass. He looked around, amazed: it was a beautiful place. Having the opportunity to see these amazing places was one of the reasons he traveled the world so much. He was almost happy he found hismelf beaten and without a dime.
“Amazing! You found a great spot.”
As he looked around, he noticed an Obstagoon coming out one of the trainer’s pokeballs, making a poise. It looked big, more than the average Obstagoon. And it was strong, Darren could easily notice it in the fight he had with it before.
“See, Obstagoon-“ said the blonde- “This trainer here will help you becoming stronger.”
Darren turned to the trainer.
“Stronger? You’re not going to… have me beaten by him, right?”
He laughed.
“Of course not! What kind of person did you take me for?” He snapped his fingers, and the Obstagoon, now behind Darren, grabbed his wrists and pulled them above him. Now stretched, a bit of his belly was visible under his shirt. “No, no. Obstagoon here has to make sure you cannot get free!”
Darren jumped when he felt his wrists being taken, but rapidly calmed.
“Oh, I see. Interesting technique!”
He then tried squirming and trying to pull away from the pokemon beghind him, but didn’t really pose much of a challenge.
After a couple of minutes, the trainer looked bored.
“You’re not really helping him much like this, you know? You should try harder. Let me help you.”
With that, he jumped at Darren’s sides, poking them, causing an immediate reaction. Darren jumped, almost escaping Obstagoon’s grip.
“He-hey! What d-do you thihink you’re doihihnh?!”
“I told you. Helping you train Obstagoon. I shouldn’t, but I want this to be useful”
He said so continuing to poke Darren’s sides, making him squirm more and more.
“S-stohohop! I-it’s tihihickling! Plehehahahase!”
The trainer smirked once more.
“And as you can see” he added, now grabbing Darren’s sides and digging his fingers in “Obstagoon is fighting to keep you in place. Keep it up!”
Darren’s mind was racing, he couldn’t believe the situation he got himself in. From his mouth came laughter and some cries for help. All the while his body trashed around, though Obstagoon was more than capable of keeping him in its grasps.
The torture went on. The blonde trainer continued to tease and tickle Darren’s upper body, whose sides, belly and underarms were all well taken care of. All he could do was trying to kick his captors, but he wasn’t successful in escaping. His pleads for mercy were almost recognizable in-between all the laughter. After some time, the blonde stopped tickling, granting Darren’s a breathe.
“I’m getting kinda tired here… Obstagoon is finding this too easy, too. This is supposed to be a training! And honestly, all your kicking is really annoying.” As he finished his sentence, he firmed up, something coming to his mind. His hand reached for his pockets, from where he took a pokeball which he launched on the ground.
After a flash, a tiny, fluffy Wooloo came out. “Obstagoon, leave his wrists.” The dark Pokémon obliged, and Darren was finally free. The tiny Pokémon fled behind its trainer’s legs as soon as he saw Darren.
“Th-thank you… I… it was…-“ but he was rapidly interrupted.
“Not so fast, buddy. You agreed to a full day. Obstagoon, grab him from his underarms.” Rapidly the Pokémon acted as instructed. Before Darren could act in any way, it put its arms in front of it, right under Darren’s, and then flexed them upwards, raising the trainer’s arms in the process and blocking them over his head. Due to Obstagoon’s size, Darren found himself raised from the ground a bit.
He tried to protest, but once again he could do nothing but thrashing his legs around. But that’s when he noticed. A fit of laughter came out his mouth from a new devilish sensation: something soft was tickling his feet. Looking at the ground, he noticed the tiny Wooloo moved, and was now still under him.
“W-WAHAHAHIT, WHAHAHAT?! NOHOHOHO S-STOHOHOHP!”
“Actually, I’m not doing anything. In fact, Wooloo and Obstagoon aren’t, as well.”
And he wasn’t lying: the more Darren moved his legs, the more he brushed his naked feet on top of Wooloo’s soft back, sending jolts of tickling up his body, which only made him jolt around more. Obstagoon now had much more trouble keeping him blocked, both because he had to hold him raised up, and because it appeared the tickling was more intense now.
“Great! Now this looks like a good training session. Obstagoon’s improving his strength and Wooloo… well, you see, he’s always been a scaredy-cat. But I told it that no matter what, he has to stay there still.”
But Darren wasn’t listening. His mind was more preoccupied focusing on trying to stop his legs from moving. However, he found it to be a test too difficult for him, seeing as he continued to thrash around and scream with laughter. His face became quickly red from the exhaustion of a torture he had nobody to blame for but himself.
The Sun was starting to set over the laughter filled camp, when something brightened the surroundings. The two trainers were caught by surprise: the blonde covered his face with his arm, while Darren could only squint. Then again, he felt something strange. Finally, he was… comfortable. Before he could even start to wonder what happened, the blonde trainer’s voice broke the silence.
“Wooloo, you- you evolved! I can’t believe it! You are amazing, buddy!”
His amazement was understandable. The tiny, scared Wooloo was now a proud Dubwool. Having faced his fears, he was able to unlock his potential and evolve.
He was still in the same place as before, but since he grew a lot, the position Darren found himself in changed: he was now sitting on top of Dubwool’s back, his legs now in front of him, separated by the two massive horns. Darren took this opportunity to finally rest a bit and regain his strengths. After hours of being stretched, the opportunity to sit was a glad one. The blonde trainer was too busy being crouched, congratulating and patting the newly evolved Pokémon to realize the new situation. But when he lifted his head, he noticed Darren’s feet near him, and a devious smile crossed his face.
While he stood up, he caressed one of Darren’s soles, which jerked away, but not by much. Dubwool’s horns were preventing his legs to be united, or even spread much further. Their curved nature also made retracting them away almost impossible. His only way out was if he moved backwards, which was impossible since Obstagoon was still keeping him locked, or if Dubwool moved away, but it looked like it was an improbable option. Despite this being quickly clear to the young trainer, he still tried to move away, to get free. But the long hours of tickling took away much of his strength.
The blonde, smiling trainer didn’t wait for a long time. As soon as he understood that Darren was locked again, he took action, and started slowly scratching the two exhausted soles.
“N-NOHOH-OHOH! PLEHEHAHAHSE… I CAHAHAHAN’T DO THIS AHAHAHNYMORE… PLEHEHEHAHAHASE… STOHOHOHOP THIHIHIS...”
“You did agree to a full day of training, didn’t you?” The blonde said, now increasing the intensity of his tickling over Darren’s twitching feet. “Ok, ok. I am feeling sorry for you. Despite everything I’ve already done for you, I am willing to help you, again. I will lower your tort-“ he quickly corrected himself “your training… let’s see… to tomorrow morning? You’d have like… about half a day freed. Maybe some hours left, I tend to sleep a lot.”
Darren couldn’t believe it. It wasn’t even nighttime yet, and he was exhausted already. He couldn’t resist so many hours. He tried to plead for less in his laughter, but the blonde trainer seemed to take it badly.
“You lose to me, you don’t pay me, you promise a day of training, and now you complain about a discount too?! You’re starting to piss me off, man.” And with that, he took with his right hand Darren’s right foot toes, keeping it in place, and with his left hand he scratched the sole, sending Darren into a fit of laughter.
“NOHOHOHOH! I’M SOHOHORRYAHAHAH! PLEHEHEHAHAHAHSE! NOHOHOHOHOH!”
“I don’t think I’ll accept, buddy. And you know what? This training is looking too easy.” He stopped his assault. He ordered Dubwool to move, and again Darren found himself dangling from Obstagoon’s grasp. The blonde got near him, and put his hands on Darren’s hips. The poor trainer closed his eyes, ready for another round of tickling, but after a few seconds, he could hear not feeling anything. When he opened his eyes again, he saw his captor fiddling with his trousers. Soon after, he lowered and removed them. After tossing them aside, he instructed Dubwool to go back to his previous place, and helped Darren’s legs under its horns, trapped again.
Darren had to shut his mouth for the entire process. As soon as he felt Dubwool brushing against his thighs, under knees and lower legs, he felt the need to laugh. It appeared that when it evolved, Dubwool’s wool became even softer, and more tickle inducing. Not only that, but the his thighs were extremely ticklish.
The blonde trainer immediately noticed his discomfort. When he again went for his feet, the jerking of Darren’s legs had the unfortunate side effects of making his newly exposed parts to brush against Dubwool, which quickly sent him in a laughing fit.
“NOHOHOH! NOHOHOHOT THEHEHEHAHAHEARE! PLEHEHAHAHAHSE NOHOHOHT THIHIHIHIS, PLEHEHEHAHAHASE! I’M SOHOHOHORRY, I’M SOHOHOHORRY!”
But the blonde didn’t say anything. He continued to torture Darren’s feet, alternating slower and faster scratching, leaving no part of them untickled.
The torture went on for many minutes, and the sky started to become dark. The tickling suddenly stopped.
“You know, I’m starting to feel sleepy. Maybe it’s time to introduce you to another friend. You haven’t met him yet because you know… you totally sucked at our fight.” He said, while he opened another pokeball. After a brief flash, a canine, yellow Pokémon appeared. “Meet Boltund. He’s my closest buddy. And he’s really, really active. It’s such a shame he hadn’t the chance to fight, today. But it means he’s full of energies, which means you won’t get bored. Also, don’t worry. He sees very well in the dark.”
Without receiving any order, Boltund walked, facing Darren’s left foot. He sniffed it quickly, before lapping it. Immediately, the young trainer screamed with laughter. The sensation on his foot was strange and unfamiliar. He felt the warm, wet tongue rolling against his sole. And then, against his heel, then all over his toes. He never felt anything like that, and unfortunately for him, it was extremely ticklish.
“WHAHAHAHAT NOHOHOHOHOHOH PLEHEHEHAHAHAHASE KEHEHEHEHEHEHEHEHP IT AHAHAHAWAHAHAHAHY! PLEHEHEHAHAHAHAHASE NOHOHOHOHOH!”
But the blonde trainer just kept watching silently. Darren continued to laugh and move around, but his Pokemons were keeping him blocked. After some minutes, though, he noticed something interesting. Darren’s underwear looked… more and more constraining. He smiled again, and looked at the night sky.
“Well buddy… I’m off to sleep. But you know… Even if you don’t deserve this, I’ll help you again.” He put his hand in his pocket, but now took out a small knife. He got near Darren, and got it near knife ready.
The poor trainer shook his head. He pleaded the trainer not to do what he was about to do. But it all fell to deaf ears. Smiling, the blonde trainer cut off Darren’s underwear and removed it, revealing his fully erect cock.
Despite already being red from the exhaustion, Darren’s new vulnerable position seemed to redden him even more. But what was worse was the new sensation he was experiencing: he had no idea his privates could be so ticklish.
“NOHOHOHOH! N-NOHOHOHOAHAHHAHAH PLEHEHAHAHAHAHAHAH!”
He couldn’t even from coherent words now. Dubwool’s softness was torturing his balls and shaft, not unlike a feather. He felt his excitement, together with his ticklishness, to rise. Despite feeling like he could climax at any second, he didn’t manage to. The tickling was just too soft to push him over his limits.
The blonde trainer seemed to understand Darren’s position.
“Well… I’ll leave you guys to yourselves. As I told you before, I’ll let you go in the morning, when I wake up. I’ll be in my tent. Of course, if you want me to get up soon, you should keep as quiet as possible. I’m not a heavy sleeper.” He spent a few more moments looking at the squirming, laughing mess he had in front of him. “Well… have fun.”
He giggled, and he went into his tent.
“Where does this guy want to go? Competing in the Championship is way too much for him. He should have accepted the disqualification. He’ll probably fail at the first gyms.”
Putting himself to bed, he tried to sleep. He really did. Unfortunately, he was continuously disturbed and awaken by screaming just outside. Sometimes he could swear he heard different, more… enjoyed sounds. But soon after, the laughing screams felt even stronger. Useless to say, he didn’t get much sleep that night, and in the end he ended up oversleeping well into the afternoon.
I have a few ideas for some stories, but I won’t promise anything. But I’ll be back! I hope you enjoy this. Please leave feedback! I always enjoy it.
*****
Darren was enjoying his adventures in Galar. Camping with his Pokemons out in nature, enjoying sights and local specialities was something that he never experienced before.
And of course, there were the battles too. He was competing to become the next champion, after all. He was still at the first stages, but he showed great promises, like many others. But that meant that there were still a lot of people in the race. The last few days were harsh: in his quest to get all the new Pokemons and explore the never seen continent, he spent a lot of money. A couple of bad battles and encounters with high leveled wild Pokemons left him on his knees: only a poor underleveled backup rookidee was left in a fightable state.
After a couple of hours of walking, suddenly he saw some lights at the horizon:
“Finally,” he thought “a city! Don’t worry guys” he said, looking at his pokeballs, “it’s time to heal you up. And for me, I get a well deserved nap.”
That’s when he heard a voice, coming from his right:
“Hold there!” The voice belonged to a young man. He must have been not much older than 30 years old. He had blonde, short hair. “Our sights met, and you know what this means… it’s time for a Pokémon battle!”
“Shit” Darren thought. “I was so busy wondering that I didn’t even look around.”
“Uhm… listen, could we… make it so this didn’t happen? I’m not really in full strengths here…”
“No way, buddy. I can see you’re in the race for the championship. And you know the rules. If you don’t fight, you’re out.”
He was right. And Darren knew it: he couldn’t turn back now, so he did the only thing possible, accepting the fight.
To nobkdy’s surprise, he lost. Quite rapidly, too.
“Heh! You want to become champion like this? Maybe you should just drop the race.” The blond, athletic man said with a smirk on his face. “Well, it’s a thousand Pokedollars now, thanks.”
“Yeah, about that…”
Darren didn’t want to fight because of his knocked out team… but also because his latest spending sprees left him penniless.
“Don’t tell me you don’t have the money! You know that’s a direct disqualification, right?”
“I… I know, wait, please, I can pay you in other ways, I’m sure.” He brought his backpack in front of him, ramaging into it. “I have… a couple pokeballs… and escape rope… a couple of repels…?”
“One thousand is pretty far from that, you know?” He sighed. “I can see you are passionate about this, so… listen. Ok. What about a deal? I’ll forget about this debacle, but you need to do me a favour.”
Darren was surprised. It’s not for everyone to risk a disqualification to save a total stranger.
“Sure. Whatever you want” he said, with a big smile on his face.
The trainer smirked, again. But now, it seemed like there was some king an evil note in it. “I want you to help me train my Pokemons. Are you game?”
“Of course. Whatever I can do to help you.” Darren replied, though he thought he didn’t really show much strength in the fight to justify a training session.
“It could have been worse” he thought.
“Great! Now, can you choose a number between five and twenty-four?”
Darren looked at him puzzled for a bit. A strange request for sure, but in his many travels, definitely not the strangest.
“Sure. Let’s go… uhm… five?”
“It’s settled, then. You will help me train my Pokemons for five hours!”
“Oh? Now I feel bad… listen, you are really helping me here, I want to repay you fully. I’ll help you for the full-day.”
“Are you sure? Twenty-four hours of training isn’t something for everyone.” Darren could see that faint evil in his eyes, mixed with some genuine concern.
“Of course.” Darren put his right hand in front of him, offering a handshake. “Training will help me too, anyways”
The trainer smiled, before accepting Darren’s counter offer, shaking his hand.
“Here, come with me. I’ll let you stay at my camp.”
The two walked for a while, going further from the city Darren noticed before, and into a nearby wood. After some minutes the two arrived at a clearing near a river, where a big yellow tent was put.
“Here we are. I chose this place well, nobody will disturb us here. You’ll probably want to remove your shoes. The terrain here is grassy, and you’ll probably be more comfortable. Also, you must be tired from all the walking.”
Darren agreed. He removed his shoes and socks, putting them beside the tent. Immediately he felt the cool breeze, and he stretched his toes against the soft grass. He looked around, amazed: it was a beautiful place. Having the opportunity to see these amazing places was one of the reasons he traveled the world so much. He was almost happy he found hismelf beaten and without a dime.
“Amazing! You found a great spot.”
As he looked around, he noticed an Obstagoon coming out one of the trainer’s pokeballs, making a poise. It looked big, more than the average Obstagoon. And it was strong, Darren could easily notice it in the fight he had with it before.
“See, Obstagoon-“ said the blonde- “This trainer here will help you becoming stronger.”
Darren turned to the trainer.
“Stronger? You’re not going to… have me beaten by him, right?”
He laughed.
“Of course not! What kind of person did you take me for?” He snapped his fingers, and the Obstagoon, now behind Darren, grabbed his wrists and pulled them above him. Now stretched, a bit of his belly was visible under his shirt. “No, no. Obstagoon here has to make sure you cannot get free!”
Darren jumped when he felt his wrists being taken, but rapidly calmed.
“Oh, I see. Interesting technique!”
He then tried squirming and trying to pull away from the pokemon beghind him, but didn’t really pose much of a challenge.
After a couple of minutes, the trainer looked bored.
“You’re not really helping him much like this, you know? You should try harder. Let me help you.”
With that, he jumped at Darren’s sides, poking them, causing an immediate reaction. Darren jumped, almost escaping Obstagoon’s grip.
“He-hey! What d-do you thihink you’re doihihnh?!”
“I told you. Helping you train Obstagoon. I shouldn’t, but I want this to be useful”
He said so continuing to poke Darren’s sides, making him squirm more and more.
“S-stohohop! I-it’s tihihickling! Plehehahahase!”
The trainer smirked once more.
“And as you can see” he added, now grabbing Darren’s sides and digging his fingers in “Obstagoon is fighting to keep you in place. Keep it up!”
Darren’s mind was racing, he couldn’t believe the situation he got himself in. From his mouth came laughter and some cries for help. All the while his body trashed around, though Obstagoon was more than capable of keeping him in its grasps.
The torture went on. The blonde trainer continued to tease and tickle Darren’s upper body, whose sides, belly and underarms were all well taken care of. All he could do was trying to kick his captors, but he wasn’t successful in escaping. His pleads for mercy were almost recognizable in-between all the laughter. After some time, the blonde stopped tickling, granting Darren’s a breathe.
“I’m getting kinda tired here… Obstagoon is finding this too easy, too. This is supposed to be a training! And honestly, all your kicking is really annoying.” As he finished his sentence, he firmed up, something coming to his mind. His hand reached for his pockets, from where he took a pokeball which he launched on the ground.
After a flash, a tiny, fluffy Wooloo came out. “Obstagoon, leave his wrists.” The dark Pokémon obliged, and Darren was finally free. The tiny Pokémon fled behind its trainer’s legs as soon as he saw Darren.
“Th-thank you… I… it was…-“ but he was rapidly interrupted.
“Not so fast, buddy. You agreed to a full day. Obstagoon, grab him from his underarms.” Rapidly the Pokémon acted as instructed. Before Darren could act in any way, it put its arms in front of it, right under Darren’s, and then flexed them upwards, raising the trainer’s arms in the process and blocking them over his head. Due to Obstagoon’s size, Darren found himself raised from the ground a bit.
He tried to protest, but once again he could do nothing but thrashing his legs around. But that’s when he noticed. A fit of laughter came out his mouth from a new devilish sensation: something soft was tickling his feet. Looking at the ground, he noticed the tiny Wooloo moved, and was now still under him.
“W-WAHAHAHIT, WHAHAHAT?! NOHOHOHO S-STOHOHOHP!”
“Actually, I’m not doing anything. In fact, Wooloo and Obstagoon aren’t, as well.”
And he wasn’t lying: the more Darren moved his legs, the more he brushed his naked feet on top of Wooloo’s soft back, sending jolts of tickling up his body, which only made him jolt around more. Obstagoon now had much more trouble keeping him blocked, both because he had to hold him raised up, and because it appeared the tickling was more intense now.
“Great! Now this looks like a good training session. Obstagoon’s improving his strength and Wooloo… well, you see, he’s always been a scaredy-cat. But I told it that no matter what, he has to stay there still.”
But Darren wasn’t listening. His mind was more preoccupied focusing on trying to stop his legs from moving. However, he found it to be a test too difficult for him, seeing as he continued to thrash around and scream with laughter. His face became quickly red from the exhaustion of a torture he had nobody to blame for but himself.
The Sun was starting to set over the laughter filled camp, when something brightened the surroundings. The two trainers were caught by surprise: the blonde covered his face with his arm, while Darren could only squint. Then again, he felt something strange. Finally, he was… comfortable. Before he could even start to wonder what happened, the blonde trainer’s voice broke the silence.
“Wooloo, you- you evolved! I can’t believe it! You are amazing, buddy!”
His amazement was understandable. The tiny, scared Wooloo was now a proud Dubwool. Having faced his fears, he was able to unlock his potential and evolve.
He was still in the same place as before, but since he grew a lot, the position Darren found himself in changed: he was now sitting on top of Dubwool’s back, his legs now in front of him, separated by the two massive horns. Darren took this opportunity to finally rest a bit and regain his strengths. After hours of being stretched, the opportunity to sit was a glad one. The blonde trainer was too busy being crouched, congratulating and patting the newly evolved Pokémon to realize the new situation. But when he lifted his head, he noticed Darren’s feet near him, and a devious smile crossed his face.
While he stood up, he caressed one of Darren’s soles, which jerked away, but not by much. Dubwool’s horns were preventing his legs to be united, or even spread much further. Their curved nature also made retracting them away almost impossible. His only way out was if he moved backwards, which was impossible since Obstagoon was still keeping him locked, or if Dubwool moved away, but it looked like it was an improbable option. Despite this being quickly clear to the young trainer, he still tried to move away, to get free. But the long hours of tickling took away much of his strength.
The blonde, smiling trainer didn’t wait for a long time. As soon as he understood that Darren was locked again, he took action, and started slowly scratching the two exhausted soles.
“N-NOHOH-OHOH! PLEHEHAHAHSE… I CAHAHAHAN’T DO THIS AHAHAHNYMORE… PLEHEHEHAHAHASE… STOHOHOHOP THIHIHIS...”
“You did agree to a full day of training, didn’t you?” The blonde said, now increasing the intensity of his tickling over Darren’s twitching feet. “Ok, ok. I am feeling sorry for you. Despite everything I’ve already done for you, I am willing to help you, again. I will lower your tort-“ he quickly corrected himself “your training… let’s see… to tomorrow morning? You’d have like… about half a day freed. Maybe some hours left, I tend to sleep a lot.”
Darren couldn’t believe it. It wasn’t even nighttime yet, and he was exhausted already. He couldn’t resist so many hours. He tried to plead for less in his laughter, but the blonde trainer seemed to take it badly.
“You lose to me, you don’t pay me, you promise a day of training, and now you complain about a discount too?! You’re starting to piss me off, man.” And with that, he took with his right hand Darren’s right foot toes, keeping it in place, and with his left hand he scratched the sole, sending Darren into a fit of laughter.
“NOHOHOHOH! I’M SOHOHORRYAHAHAH! PLEHEHEHAHAHAHSE! NOHOHOHOHOH!”
“I don’t think I’ll accept, buddy. And you know what? This training is looking too easy.” He stopped his assault. He ordered Dubwool to move, and again Darren found himself dangling from Obstagoon’s grasp. The blonde got near him, and put his hands on Darren’s hips. The poor trainer closed his eyes, ready for another round of tickling, but after a few seconds, he could hear not feeling anything. When he opened his eyes again, he saw his captor fiddling with his trousers. Soon after, he lowered and removed them. After tossing them aside, he instructed Dubwool to go back to his previous place, and helped Darren’s legs under its horns, trapped again.
Darren had to shut his mouth for the entire process. As soon as he felt Dubwool brushing against his thighs, under knees and lower legs, he felt the need to laugh. It appeared that when it evolved, Dubwool’s wool became even softer, and more tickle inducing. Not only that, but the his thighs were extremely ticklish.
The blonde trainer immediately noticed his discomfort. When he again went for his feet, the jerking of Darren’s legs had the unfortunate side effects of making his newly exposed parts to brush against Dubwool, which quickly sent him in a laughing fit.
“NOHOHOH! NOHOHOHOT THEHEHEHAHAHEARE! PLEHEHAHAHAHSE NOHOHOHT THIHIHIHIS, PLEHEHEHAHAHASE! I’M SOHOHOHORRY, I’M SOHOHOHORRY!”
But the blonde didn’t say anything. He continued to torture Darren’s feet, alternating slower and faster scratching, leaving no part of them untickled.
The torture went on for many minutes, and the sky started to become dark. The tickling suddenly stopped.
“You know, I’m starting to feel sleepy. Maybe it’s time to introduce you to another friend. You haven’t met him yet because you know… you totally sucked at our fight.” He said, while he opened another pokeball. After a brief flash, a canine, yellow Pokémon appeared. “Meet Boltund. He’s my closest buddy. And he’s really, really active. It’s such a shame he hadn’t the chance to fight, today. But it means he’s full of energies, which means you won’t get bored. Also, don’t worry. He sees very well in the dark.”
Without receiving any order, Boltund walked, facing Darren’s left foot. He sniffed it quickly, before lapping it. Immediately, the young trainer screamed with laughter. The sensation on his foot was strange and unfamiliar. He felt the warm, wet tongue rolling against his sole. And then, against his heel, then all over his toes. He never felt anything like that, and unfortunately for him, it was extremely ticklish.
“WHAHAHAHAT NOHOHOHOHOHOH PLEHEHEHAHAHAHASE KEHEHEHEHEHEHEHEHP IT AHAHAHAWAHAHAHAHY! PLEHEHEHAHAHAHAHASE NOHOHOHOHOH!”
But the blonde trainer just kept watching silently. Darren continued to laugh and move around, but his Pokemons were keeping him blocked. After some minutes, though, he noticed something interesting. Darren’s underwear looked… more and more constraining. He smiled again, and looked at the night sky.
“Well buddy… I’m off to sleep. But you know… Even if you don’t deserve this, I’ll help you again.” He put his hand in his pocket, but now took out a small knife. He got near Darren, and got it near knife ready.
The poor trainer shook his head. He pleaded the trainer not to do what he was about to do. But it all fell to deaf ears. Smiling, the blonde trainer cut off Darren’s underwear and removed it, revealing his fully erect cock.
Despite already being red from the exhaustion, Darren’s new vulnerable position seemed to redden him even more. But what was worse was the new sensation he was experiencing: he had no idea his privates could be so ticklish.
“NOHOHOHOH! N-NOHOHOHOAHAHHAHAH PLEHEHAHAHAHAHAHAH!”
He couldn’t even from coherent words now. Dubwool’s softness was torturing his balls and shaft, not unlike a feather. He felt his excitement, together with his ticklishness, to rise. Despite feeling like he could climax at any second, he didn’t manage to. The tickling was just too soft to push him over his limits.
The blonde trainer seemed to understand Darren’s position.
“Well… I’ll leave you guys to yourselves. As I told you before, I’ll let you go in the morning, when I wake up. I’ll be in my tent. Of course, if you want me to get up soon, you should keep as quiet as possible. I’m not a heavy sleeper.” He spent a few more moments looking at the squirming, laughing mess he had in front of him. “Well… have fun.”
He giggled, and he went into his tent.
“Where does this guy want to go? Competing in the Championship is way too much for him. He should have accepted the disqualification. He’ll probably fail at the first gyms.”
Putting himself to bed, he tried to sleep. He really did. Unfortunately, he was continuously disturbed and awaken by screaming just outside. Sometimes he could swear he heard different, more… enjoyed sounds. But soon after, the laughing screams felt even stronger. Useless to say, he didn’t get much sleep that night, and in the end he ended up oversleeping well into the afternoon.
