Halloween Party by ImoutoCommissions

"Are we doing anything special for Halloween?" It was Dawn who first 
asked the question, but the other girls were a bit curious as well. They 
were all looking forward to the holiday, and all wondered what they 
would be doing. However, none of them were expecting much from Ash. They 
expected him to ask what they wanted to do, or something to that extent, 
since he was rarely the one to initiate anything.

But when he replied, his response was anything but passive. "Actually, I 
had some special plans for staying in that night. I thought you girls 
could dress up in costumes and we could play a lot with that!"

"Really?" asked May. "What kind of costumes?" Of course, she loved 
getting dressed up in all kinds of things, so the idea appealed to her 
quite a bit. The others found themselves getting excited as well, but he 
told them that they would just have to wait until the big night and see.

~X~

His idea was for them to wear sexy Pokemon costumes, that he had picked 
out himself. The costumes were form fitting, with body suits that 
matched the Pokemon's primary color, and with accessories that went 
along with it, such as paws, ears, and buttplug tails. He wasn't going 
to let them wear any sort of underwear under the costumes, but he 
supposed that was a given and that none of them would probably want to 
anyway.

Misty would be wearing a blue bodysuit, and the ears and tail would be 
those of a Vaporeon. Dawn would be in brown with the yellow ears and 
tail of a Lopunny. May would be in a Delcatty costume, in a beige 
bodysuit. Iris would be an Emolga, and her bodysuit even included the 
winglike features under her arms, which hampered her movement a little 
bit.

Once he had them all dressed up, he decided to reveal the overall intent 
of the game, and what his role in it would be. "I'm going to be your 
trainer now," he said. "You're going to have to stay in character for 
the rest of this game, which means that May and Misty have to walk on 
all fours, and all of you can only talk like your Pokemon. No matter 
what, you're not allowed to break character!"

At first, it sounded like a lot of fun and not too difficult to any of 
the girls. It was just a little roleplay, and how hard could maintaining 
character really be? However, as Ash went on, they began to realize that 
it might be more of a struggle than they had initially thought. First of 
all, he introduced the idea of them doing endurance training, and before 
he'd even gone into detail about that, it was easy for all of them to 
figure out what that meant. They wouldn't be allowed to go to the 
bathroom, but they had to stay well-hydrated and were given a lot of 
water before they even began.

From that point on, they were supposed to drink a certain amount 
throughout the rest of the exercise, in order to make sure they were 
'properly hydrated'. Ash went on to tell them that he was aware that 
they'd be holding it for a long time, and that whoever the last one to 
stay dry was would get a very special reward from him. With all that in 
mind, the game begun and the girls were forced into their roles, no 
longer able to actually speak if anything came up. Misty and May dropped 
to all fours, just as they were supposed to do.

It was fun to watch them play around and pretend to be the Pokemon, but 
with all they had had to drink and his frequent insisting that it was 
time for a water break, it wasn't long before their bladders were full 
and begging to be emptied. This made it harder for them to maintain 
character, and Ash could tell that they were beginning to struggle. Iris 
would squeeze her thighs together or Misty would noticeably wince, and 
their Pokemon speech grew more and more broken as time went on.

He wasn't sure which of them would be the first to wet, but he was proud 
of their desperate attempts to maintain character even as things got a 
bit more rough for them. Dawn was squirming in place, but trying to keep 
her movements subtle as she held her hands up like a Lopunny would and 
attempted to hop around the room. The first time he saw her drop one of 
her hands between her legs, he knew that he had to give her some sort of 
punishment, and he gave her a slap on the butt that caused her to jump.

She got the message, but being startled like that did not help 
situations and she found that she was even more desperate but with no 
way to relieve that at all. And so she was forced to try to keep 
playing, even as the throbbing under her skintight costume grew worse 
and worse, and the hopping always jostled her to a point that she felt 
like she was going to leak at any moment.

And when May paused in her crawling to squeeze her legs together, she 
thought that she was being subtle and that there was no way that Ash had 
actually noticed. However, it was while she was thinking herself lucky 
that she didn't get a punishment like Dawn that she was overcome with a 
vibrating sensation that nearly brought her to the ground and nearly 
made her lose control of her bladder in her surprise. It was the tail 
plug, and she realized that it had a vibrating function and that Ash had 
activated it. This only lasted about thirty seconds before he turned it 
back off, but he had made it very clear that he had noticed her 
character slipping and had punished her in a new way.

She held back a whimper and instead let out an imitation of a Delcatty 
whining before getting back into a normal position. It was almost too 
much for her and she had almost been forced to wet herself early just 
from how surprised she had been by the vibration. It felt good, but that 
could be a problem when she was desperate, something that she didn't 
want to worry about right now. Each and every one of the girls wanted to 
be the one to win and to get a special reward from Ash. Even though they 
knew he would take good care of them either way, everyone wanted 
whatever it was he was going to give to the winner.

Iris especially wanted to prove that she could last longer, that she 
didn't have a kid's bladder, like Ash was always teasing her about. This 
costume's wing flaps looked so ridiculous that she was tempted to be mad 
at him for that, and it made moving her arms really uncomfortable. All 
she wanted was to prove herself to him, and to the other girls, by 
making it until the very end. However, that was hard to do while keeping 
up character and managing to move in the costume.

Misty, meanwhile, was running into a lot of the same problems as May, in 
terms of having to crawl on the floor. It wasn't more than she could 
take right now, but it wasn't easy and she could barely manage to keep 
up the act of the obedient Vaporeon. However, she was managing to keep 
things up well enough that she hadn't been met with any punishment, and 
she didn't envy Iris at all when the younger grabbed her crotch to 
prevent a leak and was met with a pinch on the nipple. Iris actually 
looked close to losing it for a moment there, but she managed to fight 
it off and go back to behaving like she was supposed to be.

Dawn was, surprisingly, the very first one to wet this time, the 
complete opposite of their last competition. She had stopped once again 
to squeeze her legs together and grab herself, and when Ash activated 
her vibrator, it had sent her over the edge completely, and her knees 
had buckled as she'd begun to wet herself. Her bodysuit was soon stained 
a darker shade and a puddle began to form beneath her, the sound of 
liquid hitting the floor affecting all of the girls negatively.

This time, May did let out a sound that didn't fit a Delcatty at all, 
and this time, she was met with the same punishment but this time, she 
was not as well equipped to handle it, and it really did threaten to be 
too much for her. She forced herself to hold out, but even once the 
vibrations had stopped, she found that she really was on the verge of 
wetting herself, and that nothing could help her recover enough to keep 
up character anymore.

Ash had come beside her to try to encourage her, talking to her in a 
soothing tone of voice. "It's okay," he said, petting her on the head. 
"You're going to be okay, May, you can make it, can't you?" Dawn was a 
little bit jealous of this attention, but she realized that she had lost 
control too quickly for him to do something like that.

With her legs squeezed together, she leaned forward on her elbows, 
moaning to herself as she struggled, and then Ash had no choice but to 
start up the vibrator again, and then it was all over for her. Pee 
gushed out of her, puddling on the floor and soaking through her beige 
suit, while the other remaining girls were forced to ignore just how 
torturous the sound was a second time. May blushed furiously, humiliated 
that she had been taken out so soon, before even Iris. She had really 
hoped that she would win, but she had only been one place away from 
losing!

By the time she had recovered, she was a bit upset, and resumed her 
Delcatty behavior sounding a bit sad about it. Ash continued to offer 
her comfort through all of that, but since she was also out of the 
running, now things were even more intense for Iris and Misty. It was 
down to the two of them, but victory didn't seem assured for either, and 
Iris was doing her best, trying so hard to prove herself.

Already, she was proud that she had outlasted the other two girls, but 
she wasn't going to give up even if her bladder was insisting that she 
did. Her legs started to tremble as she watched Misty desperately, 
looking for some sign that the older girl was going to cave in first, 
but it was too close to tell and she was too close to her limit. When 
Ash realized this, he came over to her, and she thought that he was 
going to talk to her the way that he had talked to May.

"Come on," he said. "Can't you hold it a little bit longer? You're doing 
such a good job proving that you don't have a kid's bladder. Come on, I 
know you can do it." It was more infuriating than encouraging, but she 
was trying her best anyway, determined to prove herself.

She couldn't do the impossible, however, but she was proud that she 
managed to hold out character to the very end, and even as she was 
wetting herself, she didn't do anything to earn further punishment. And 
really, now that she was done, she could see that Misty was shaking, 
having barely made it longer than her, and she knew that she had done a 
very good job proving that she wasn't the kid Ash always teased her 
about being. Next time, however, she planned to last even longer.

"Alright, good job, Misty," said Ash, but he didn't tell her that the 
game was over, and she knew that he expected her to keep up the act. 
"Now, since you won, how about you pick out a playmate for today?"

Misty thought for a moment before deciding on May, and pointing to the 
girl with one of her gloves. Ash nodded and asked her to come over 
before instructing her to lay down on her back and spread her legs. May 
did as she was told, and when she did, Ash came over to unzip her 
bodysuit. She shivered, the air hitting her wet flesh making her 
suddenly rather cold.

"Alright, Misty," he said, "now you get down on all fours and eat her 
out." Misty did as she was told, and though she was a bit reluctant at 
first, as soon as she began to lick at the folds of the girl beneath 
her, she discovered that the taste was not bad at all, despite the fact 
that the girl had wet herself. In fact, she found that she rather liked 
it, and though that was a surprise, she kept it up, delving her tongue 
deeper into May and causing the girl to moan in delicious ways that no 
Delcatty ever could.

It was while she was doing this that Ash came up behind Misty, unzipping 
her own costume and driving his cock deep into her. She was so startled 
that she leaked a little bit and had to clamp down hard to stop herself 
from losing control completely, which only made this feel all the better 
for Ash. "You're so much tighter when you need to pee," he commented in 
appreciation.

While he was doing this, May was able to get a good view of him fucking 
her. She licked her lips before tilting her head up just enough to take 
one of Ash's balls into her mouth and suck. He groaned out in bliss at 
the sudden contact, and Misty could hardly keep control of herself and 
her bladder while she tried to continue eating May out. Her orgasm was 
not far off, but she knew that she would not be able to keep holding it 
for much longer either.

In fact, she was only able to stave off her orgasm for a few more 
minutes before she came in a shuddering, pulsing burst that caused her 
bladder to give in entirely. The warm liquid gushed out of her, pouring 
onto May, while Ash gave in and came as well, deep inside of her pussy. 
As soon as he was done with that, which she enjoyed quite a bit coupled 
with her relief, he decided to relieve himself and began to empty his 
bladder inside of her.

At first, she wasn't sure how she felt about it, once she realized what 
it was that he was doing, but then she realized that she actually liked 
that a lot, and it was as she realized that that she was sent into a 
second orgasm. Ash gave her time to recover from that before he told her 
to pick the next girl to be on the floor while he got to fuck May, as 
well as which girl she could play with while they waited for their turn.

She decided to let Dawn take May's place while Ash began to fuck May, 
and she spent her time playing with and teasing Iris. She had developed 
quite the fondness for the girl, loving the way her dark skin looked 
when it was flushed with desire. However, it wasn't long before he 
finished with May, and Iris went to take Dawn's place.

Misty had enjoyed the chance to eat the younger girl as well, while May 
had had quite a lot anticipation built up before Ash had fucked her. It 
wasn't really a surprise that she had finished quickly, and he had been 
right behind her. Once it was Dawn's turn, he was still able to keep up 
pace with his girls, and brought her to orgasm quickly. Finally, it was 
time for Iris, who he fucked just as hard as the others, until she was 
trembling and went to rest with the others.

"Misty, it's your turn again," he said. "Remember, you're the one being 
rewarded right now." She was happy that he was going to fuck her again, 
and this time, she decided to make more of an effort to be in-character 
about it, sense that was the point of the whole game. The others girls 
had been slipping a little bit, but she decided to hold fast to the act 
throughout their final round.

When Ash pounded hard into her, this time facing her, he activated the 
vibrator again, letting it run at its top speed as he thrust into her. 
She could barely contain herself, but she tried her best to sound like a 
Vaporeon in heat, never once giving in to the temptation to let out more 
human sounding moans, even as she got so close to the edge that she 
could hardly stand it. When she came, her imitations of the Pokemon's 
cry were strained and barely coherent, and then Ash came within her for 
the second time, and that was finally enough to wear him out completely.

Sighing, he said, "I think we should all take a bath. What do you all 
think?" When they agreed, he said, "It's a good thing we're staying 
somewhere with a private hot spring, huh?"

They were all exhausted and sore from the game and the rough fucking 
that they had received, and so he carried them all, one by one, to the 
bath, holding them in his arms until he set them down and helped them 
out of their costumes. Then, he let them rest in the water until 
finally, they were all there and he could join them. As they relaxed in 
the water, they all joined around him, each of them hoping that they 
would be the one who would be able to help him wash.

All in all, it was a very memorable Halloween, even though they hadn't 
gone out and done anything at all.