Ash, who aims to defeat the World Monarch, Leon, and Goh, who dreams of catching every Pokemon to work his way up to Mew, this is the story of their lovelife and adventures.
Ash's POV:
"Huh? Nightmares?" Ash asked. "Yes" Professor Cerise answered, after giving them information about a report in Sinnoh, were people had been having nightmares lately. "Is a Pokemon causing this?" Goh asked. "That is likely. Nightmares in Sinnoh brings to mind..." Cerise said. "The Pitch-Black Pokemon, Darkrai" Chryssa said. "It has the power to give humans and Pokemon nightmares" she added. "Darkrai, huh? I wouldn't put it past that one" Ash said. "You've met Darkrai, Ash?!" Goh asked, surprised. "Yeah! It's strong in battle! It's an awesome Pokemon!" Ash grinned. "However, Darkrai usually stays on New Moon Island, rarely ever leaving its home. Is there some reason for this? Or is another Pokemon behind it...?" Cerise said. "That's what we're investigating, right?!" Goh asked, excited. "Oh! Quick as ever, Goh!" Cerise said. "Let's go to Sinnoh!" Ash told Goh. "Yeah!" Goh said, as they both gave each other a fistbump, which Goh enjoyed. Ash went to put on his makeup, improving more and more everytime, then both boys left the lab. "We're heading out!" Ash said, as he and Goh exited, stumbling into Chloe and her Eevee on the way. "Welcome back, Chloe!" Goh said, as he too ran past her. "Have a good trip!" Cerise waved goodbye to them. When they got there, it seemed everyone was yawning from tiredness, even Officer Jenny herself. "You're here to investigate the city, right?" She asked the boys. "Yeah. We heard everyone was having nightmares and couldn't sleep" Goh said. "We think a Pokemon might be causing it!" Ash added. "I see. We keep getting woken up by nightmares. People are dozing off... and causing accidents... Or getting angry, and arguing..." Jenny said. "Has anyone reported seeing any suspicious Pokemon?" Goh asked. "Like Darkrai!" Ash added. "I haven't heard a thing. It happens while people are asleep, anyway. Oh, but this phenomenon... The next city over had it last week, and the village over there before that. It's like it's moving around little by little" Jenny said. "That's gotta be a Pokemon!" Ash was confident in his claim. "Tracking its route might help us learn something. Let's start by asking around, Ash" Goh said, as the boys then spent the next hours asking around for information, unable to find anything.
Goh's POV:
When it had turned to night time, Ash and Goh went to sleep at a hotel, having found no information regarding the nightmare situation. "I'm gonna go change" Ash announced. "I'm coming with you" Goh said. Despite the two not being in a relationship, (although Goh certainly wanted them to) they had gotten used to seeing each other in their underwear, and didn't mind. They stripped down to their underwear, and Ash looked at Goh for a bit. "What is it?" Goh said, looking at Ash. "How do they feel?" Ash asked. "What?" Goh asked back, unsure what Ash meant. "You're wearing panties right? Why them instead of... normal male underwear?" Ash asked. "Oh, uh... I guess I just... like them, yeah.." Goh said, blushing. "Do you have any extra?" Ash asked. "Eeh? Why?" Goh said, unsure why Ash would ask him that. "If you like wearing them, maybe I should try it, too!" Ash said. "...Okay, I guess..." Goh said, as he stepped out of the bathroom, got his bag, and went back to the bathroom where Ash was. "Here, which ones do you want?" Goh said, showing Ash his collection. "Hmm..." Ash said, then looked at the ones Goh was wearing that night, which were white. "I'll take these white ones!" Ash said, and grabbed them from Goh's bag. "Suit yourself!" Goh said, as he stepped out, leaving Ash some privacy. When he stepped out, Goh realized he forgot to put on any clothes, and was still wearing just his panties, which made him blush in embarrassment. At least no one other than Ash was there. "Ok, I'm done! You can come back in!" Ash said, and Goh stepped back in. "Wow, they look good on you!" Goh said. "Thanks... I think I'll stick to the regular male underwear, though..." Ash said, blushing. "Come on! Just wear them for today, at least!" Goh said to him. "...fine" Ash said, blushing from embarrassment. Goh knew this moment was too special to lose, as he grabbed his Rotom Phone from his bag and snapped a picture of Ash. Ash was so used to this, he didn't even flinch at Goh immortalizing a picture of him wearing panties. Both boys then changed into their pajamas, and went to bed, knowing they had to go back to the Cerise Lab the next day after not having found anything. "We're here!" Both boys said in unison, when they got back. "We investigated the nightmares, but couldn't find out what was causing them" Goh said, to Ren and Chryssa, who were for some reason acting suspiciously. "Who cares about investigating?" Chryssa said. "Never mind that. Did you catch any strong Pokemon?" Ren asked. "Chryssa? Ren? Is something wrong?" Goh said, confused. The lab assistants then laughed, as they took off their lab coats, revealing themselves to be wearing Team Rocket outfits with the letter C instead of R. Both of them then did the Team Rocket motto, changing the name to Team Cerise. "T-Team Cerise?" Both boys said in unison, as they then looked down to find that they themselves were wearing those outfits, too, as they screamed out in shock. After that, they saw Professor Cerise, wearing some kind of evil outfit, complete with a cape and a monocle, come up from behind Ren and Chryssa. "Launch an all-out assault with all the Pokemon in Cerise Park! Everything in the world will belong to Cerise!" He said. That was when Goh woke up next to Ash, back at the hotel in Sinnoh, and realized this was all just a dream. "I just had this really bad dream..." Ash said. "Me too!" Goh told Ash. "Does that mean...?" Both boys said in unison as they looked at each other. They then left the room and started dashing out of the building, still in their pajamas. "You making me wear panties better not be the cause of this!" Ash joked as they were running, which made Goh laugh. When they left the hotel, they found Darkrai staring down at them. They looked at it, as it then disappeared. "So it really was..." Goh said, not having to finish his sentence. They then went back to sleep, and continued their search the day after. They asked all the civilians, analyzing Darkrai's route, and Goh pointed out that it just seemed to wander around a forest. They traveled until they found themselves on top of a hill, looking down at the forest Darkrai was. "If we find Darkrai, we might end up having to battle it" Goh said. "Maybe. Let's be careful not to fall asleep!" Ash said to Goh. "If only Cresselia was here..." Ash added. "Oh yeah. Cresselia's crescent feathers have the power to dispel Darkrai's nightmares, don't they?" Goh said. "Yeah" Ash nodded, as both boys then made their way down the hill, and into the forest, pursuing Darkrai.
Ash's POV:
Ash had to admit, running around while wearing panties was not fun. They were stretched completely whenever Ash took a step. Ash was actually surprised that Goh always seemed so comfortable in them. Maybe they just took a while to get used to. Anyways, Ash wearing panties was not the moment's priority, that was finding Darkrai. Ash and Goh spent so long searching for it in the forest, that it had practically become midnight. If they were at their hotel now, Ash would have already changed back to his normal underwear, rather than these uncomfortable panties he was wearing. All of a sudden, the boys saw Darkrai floating behind them. "Darkrai! No one can sleep because of your nightmares! Go back to New Moon Island!" Ash told it, then Darkrai floated away. "What?" Goh asked. "Gotta be something that way!" Ash said, as they began chasing after it. Ash wasn't fond of having to run in his panties, but he had no other choice. Ash and Goh walked to the end of the forest, where they came across a beach. On the beach however, was Chloe, standing with Ash's old friend, Dawn, and a Cresselia. Ash was surprised that Dawn and Chloe had met, and even more that they were with Cresselia. The two boys and two girls sat down, and caught up with each other, (Read the previous chapter to see the conversation) Dawn even sharing an information about one time where Ash had worn a maid dress, which seemingly made Goh happy, as Dawn and Goh said Ash should wear one again, which Ash reluctantly agreed to. He was already wearing panties anyway... might as well, even if he didn't wear panties any other time he crossdressed. After they were finished talking however, suddenly an aircraft was seeing hovering above them, and some men, dressed in Team Rocket uniforms, came down and attacked them. These weren't the usual Team Rocket Ash, Goh, Chloe and Dawn were used to, they were far more dangerous. "So you hurt Cresselia!" Ash said to them. "You'll pay!" Dawn added, as the four of them then engaged Team Rocket in battle. In the midst of the battle, Darkrai joined in, too, to help Ash, Goh, Chloe and Dawn. "Darkrai helped Cresselia!" Dawn said. "So they weren't enemies after all!" Chloe added. All of a sudden however, Team Rocket electrocuted Darkrai, as they caught Ash and co in a net. "Stop making yourselves a nuisance and stay out of our way" a purple haired woman of Team Rocket told them. All of a sudden however, Cresselia teamed up with Darkrai, as they took on Team Rocket together, trapping them in a deep nightmare. After that, Ash's Pikachu used Iron Tail on the net, freeing them. After that, they said goodbye to Darkrai and Cresselia, as both of them returned to their respective islands. After that, seeing as it was almost morning, Ash and co spent the next few hours having fun in the sea, splashing each other with water. Before they knew it, hours had already passed by.
Goh's POV:
Ash, Goh, Chloe, and Dawn went to Eterna City, where Chloe and Dawn had wanted to go, and they watched the contest, Dawn participating it, too, as Chloe really admired her. "You love her, don't you?" Goh whispered to Chloe. "Yeah... like you and Ash" she whispered back, blushing. "If you ever need someone to talk too, I'm here!" Goh said to her. "Thank you" she told him. After the contest was over, Goh and Dawn left Ash with Chloe, as they went to secretly buy a maid dress for Ash. "Hmm... what about this one?" Dawn said. "He'll look so cute in it when embarrassed!" She added, grinning like a maniac, similar to Goh. "That looks perfect Dawn!" Goh said, as they then bought a black and white maid dress for Ash. They then went back to Chloe and Ash (Ash thinking they had gone to search for restaurants to eat). "Did you find any good food?" Ash said. "Unfortunately not..." Dawn said, acting down. "Maybe they'll have some at the hotel! Let's go there!" Goh suggested. "But isn't our room only for two people?" Ash asked. "Oh, I don't mind! Chloe and I can sleep on the floor, right Chloe?" Dawn said, winking at her. Chloe didn't really agree, but pretended to, as to not let Ash in on Goh and Dawn's plan. Goh and Dawn grinned at each other, as the four of them then got to their room in the hotel. "Here we are!" Ash said, as he stepped in first. Before he knew it, Goh and Dawn tackled him from behind. "Aak! What?!" He said, as he was pinned to the floor. Behind them, was Chloe, who was recording on Goh's Rotom Phone, per Goh's request. Goh and Dawn then carried the panicked Ash into the bathroom, as Chloe got in too and locked the door. "Aah! Why?!" Ash asked, trying to figure out what they were doing. "You said you'd wear a maid dress!" Dawn said, as she was holding Ash's hands behind his back, trying to keep him in place, as Goh was trying to remove Ash's clothing. "I changed my mind!" Ash said, flailing his legs around. "Chloe! Rotom Phones can float on their own, come help us!" Goh said, and Chloe shyly grabbed Ash's legs, trying to make him stop. "S-Sorry for this, Ash..." she apologized weakly. Goh then managed to take off Ash's shoes, socks, and shorts, revealing his panties to everyone. "Wow Ash! I didn't know you wore panties!" Dawn said. "He wears them all the time, he really likes them!" Goh teased, as Ash was too busy trying to escape his predicament to argue. Goh then took off Ash's remaining clothes as Dawn and Chloe held the poor boy in place, as Goh left him wearing nothing more than his panties. "Wow, Ash! Even when we traveled together, I never saw you like this!" Dawn said, slightly teasing Ash. "Smile for the camera!" Goh said, as he and Dawn held Ash's head facing towards Goh's Rotom Phone and forced Ash's lips to create a smile. There wasn't actually a picture, as the phone was currently recording, Goh would have to single out a frame later. After that, Goh wrestled with the struggling Ash, trying to make him put on the maid dress. It was tough, but eventually, he managed. "Wow Ash, you look soooo cute in that!" Goh and Chloe both said simultaneously, teasing Ash, while also admiring his cuteness. Despite Dawn being a lesbian, she still seemed to admire Ash's cute looks almost as much as Goh did. They both then held Ash in place in front of the camera, placing their heads on either of Ash's cheeks, Goh on the right and Dawn on the left. Ash, embarrassed, was blushing a deep red as he awkwardly tried to avoid eye contact with the camera. "Can I get changed, now?" Ash asked his tormentors, after a few minutes. "Maybe in a few hours!" Goh teased. "For now, let's have some fun!" Dawn added, teasing Ash further, as the two of them then spent the next few hours toying with the crossdressed Ash, as Chloe awkwardly watched them. "Hey, I have an idea!" Dawn said. "What is it?" Goh asked. He then looked as Dawn put her arms on Ash, and started tickling him. Ash giggled in response and twisted around, trying to escape, but failing to. "I get it!" Goh said, joining in to tickle Ash too. They tickled him for half an hour, his screaming giggles getting louder and cuter each time. Eventually, Ash was overwhelmed, and fell asleep on the bathroom floor. "Aww..." Dawn said. "Look at him..." Goh said, admiring how cute Ash looked when asleep, especially in a maid dress. "Sleeping beauty!" Dawn giggled out. "Ya know, maybe we should have picked a dress color other than black..." Goh said. "Like what?" Dawn asked. "I think maybe a blue dress would match him" Goh said. "Oh! I got just the thing!" Dawn said. Chloe then unlocked the bathroom door, as Dawn walked out, brought her backpack and got back in, Chloe locking the door again. "Here!" Dawn said, as she pulled down a blue dress, with a miniskirt and no sleeves, which she had worn in the contest she took part in earlier. "Wow! He'll look so cute in that!" Goh said, his eyes shining like stars with excitement. They then both undressed the sleeping beauty named Ash, and put the blue dress on him. "That looks much better!" Dawn said. "Hey... can I go..?" Chloe asked Ash's tormentors. "Oh, come on, Chloe! Don't be like that! Why don't you enjoy the moment with us?" Dawn whined. "S-Sorry! It's just... not for me..." Chloe said, embarrassed. "Maybe you just need to try it!" Dawn said. "But why? What did he do to deserve this?" Chloe asked. "This isn't punishment! It's just a bit of fun!" Dawn responded. "Fun? But he was wailing around begging for it to stop! How is that fun for him?" Chloe asked. "But he looks so cute when he's like that! What's the harm in it?" Dawn said. "But... but... it's inconsiderate!" Chloe said. "I think you meant inconsequential!" Dawn said. "Can't you at least think of how he feels about this? You're putting him through so much pain and embarrassment purely for your entertainment!" Chloe said to both Dawn and Goh. During the girls heated argument, Goh noticed Ash's face start to move, indicating he was waking up. "Ssh! He's waking up!" Goh said, trying to calm down the girls. "Good! I will help him!" Chloe said. "Wh-What's going on? Why am I wearing a blue dress?" Ash said, waking up. "Here, Ash. Let me help you take this off" Chloe said. "Chloe, wait!" Goh tried to argue. "No, Goh! Ash doesn't enjoy being your plaything, leave him alone! He can dress up however he wants! He doesn't need to have you changing his clothes when he's passed out!" Chloe yelled at Goh. "I... guess you're right... I'm sorry Ash... I never thought about how you felt..." Goh said, on the verge of tears. "A-Actually... I really don't mind..." Ash said. "Huh?" Goh, Chloe and Dawn all asked at the same time. "I actually enjoy being your, how did Chloe put it... plaything! Sure, it's embarrassing, and it hurts, a lot, but it's always a delight to see what new tricks you have! I never know what to expect, and there's a level of excitement in each new embarrassing plan you have for me! Like now, I woke up, wearing this cute dress, which I really like! And if not for you, I never would have worn panties! Yeah, I prefer male underwear, but I still appreciated getting to experience wearing these! And the fact that you two both think I'm cute makes me so happy! I even started putting on makeup, I don't know if you like it, but I really appreciate how much you have helped me grow! And the best part, Goh always seems to enjoy seeing me embarrassed so much, and I could never forgive myself if I took that away from him!" Ash said, standing up. "You really mean that?" Goh asked him. "I sure do, and I can be your 'plaything' for as long as you want, Goh! That offer stands for you too, Dawn, but only if Goh is there too!" Ash said, as he then took a second to admire himself in the mirror. "Wow! I really like this dress!" He said. "I didn't know you liked crossdressing!" Goh said. "I don't normally, but this cute dress is an exception!" Ash explained. "Hey Ash, would you like to keep it?" Dawn offered. "Really? Thank you so much!" Ash said, his eyes shining like stars. "I'll look so cute in it!" He added. "Hey... Dawn... Goh... I'm sorry for getting mad at you... I guess you were right after all..." Chloe said, looking down at the floor, ashamed. "Don't be, Chloe! You were just doing what you thought was right!" Dawn said, as she gave Chloe a hug. "Oh no! I just remembered!" Goh said. "What? What is it?" Ash asked. "We have to leave in 30 minutes!" Goh said. "Quickly, Ash, Chloe, follow me!" Goh said, as he went to unlock the bathroom door. "Wait..." Chloe said. "What?" Goh asked. "I... I think I want to stay here, in Sinnoh, for a few more days... with Dawn. You understand, right?" Chloe said, slightly blushing. "I get it. See you in Kanto, Chloe" Goh said, as he waved goodbye to Dawn and Chloe, accidentally locking them in the bathroom without noticing it. He and Ash quickly packed their bags, and stormed out of the hotel. Ash didn't even have time to change, and was still wearing the cute blue dress Dawn gave him, getting weird looks by everybody as they were dashing through. "Don't mind them, you look good in that dress, Ash" Goh assured him. "Thanks, Goh" Ash said, as they then got on the airplane at the last moment, and flew back home to Kanto. "Ash, I'm really glad you said that, earlier..." Goh told Ash, blushing. "I meant it, Goh. And I really am happy you think I'm cute. Where would I be without you telling me to slowly turn myself into a girl? First the makeup, which you inspired me to, then the panties, and now the dress!" Ash joked. "You'd be a cute girl, Ash!" Goh told him, as they then went back to the Cerise Lab. There, of course, everybody stared at Ash in confusion, wondering why he was wearing a dress. "Don't question it" Goh told them, as they pretended they didn't see that just now. "Hey, Goh, where's Chloe?" Cerise asked. "Oh, she wanted to stay behind in Sinnoh, for a few extra days. That's okay, right?" Goh replied. "Oh, of course! I just wished she told me herself..." Cerise said. After that, Ash and Goh went back to their room, and Ash put himself in some cute positions in his dress, allowing Goh to snap a few nice pictures. "You look cute in these, Ash. But maybe now, you should change back to being a boy, don't you think?" Goh said. "Oh, yeah... I was starting to enjoy this, though. Let's do it again sometime!" Ash said. "That's a deal!" Goh said. "Wait, me being a boy doesn't mean I have to stop putting on makeup, does it?" Ash questioned, worried that he'd have to quit his favorite morning activity. "Of course not! You can put on makeup whatever gender you are!" Goh answered. "Heh, thanks!" Ash replied, as he then went to change, back to his normal clothes. While Ash was changing, Goh looked at the pictures of Ash in his blue dress. Wow, he really, really looked good.