Hi guys! I've been wanting to do another multi-chaptered story for a while, but couldn't think of an idea until now. From the reviews I read for 'True Love's Realisation', you guys liked it, but said it should have been longer, so I will put more detail into my stories for all of my readers =) Once again, I am using my three favourite shippings – Contestshipping, Penguinshipping and Pokeshipping. Enjoy! Here are their ages:

Ash - 18

Misty - 18

Brock - 23

May – 15

Max - 12

Drew - 16

Dawn - 13

Kenny – 13

Disclaimer: I do not own Pokemon or the characters


Prologue - Truth or Dare


It was Ash's 18th birthday and he was having a huge party back in Pallet Town. Many people were there from friends to family to rivals to people he had met on his journeys. Ash didn't want a fuss, but his mother, Delia Ketchum, insisted, so with the help of Professor Oak and Ash's friends, she called them all up and invited them. Due to the lack of space in their house, Professor Oak offered to let them have an outdoor party at his lab, so all the guests could let their pokemon play too. It was coming near to the end of the party and Ash decided to make a speech.

*clink clink clink* "Could I have everyone's attention please?" Ash asked as everyone grew silent.

"Uh, hi," he started as he laughed nervously. "I just wanted to say thank you to all of you for coming today. I've met a lot of great people over the years and I've made the best friends a guy could ask for. I know you all lead busy lives and it really means a lot to me that you took the time to come here just for me."

"Don't get soppy on us, Ashy boy!" Gary shouted, causing a few people in the crowd to chuckle.

"Shut up, Gary!" Ash shouted back. "Anyway, that's all I really wanted to say, so enjoy the party!" Ash exclaimed and the crowd cheered with him. He climbed off the box he was standing on and looked around for his friends. He spotted Misty waving at him and walked over to her.

"That was a great speech, Ash." Misty complimented.

"You really think so?" Ash asked, hope in his voice.

"Sure. It was short and sweet and came straight from the heart." Misty finished as she smiled warmly at him, causing a faint blush to tint Ash's cheeks.

"Uh, t-thanks Mist." Ash stuttered. Misty raised an eyebrow at this, but chose to ignore it.

"Why don't we go and find the others?" Misty suggested. Ash nodded in agreement and the two of them went off to find the rest of their friends.


The party finished and everyone was leaving while Ash and his friends stayed behind to clear up.

"I hate cleaning up. It's so boring!" May whined. Everyone else simply rolled their eyes at her childish behaviour.

"We know May. We heard you for the 10 billionth time," Drew teased. May puffed out her cheeks in annoyance.

"Shut up, grasshead!" May shouted as she glared at him.

"Grasshead? How original. At least I'm not an airhead," Drew stated matter-of-factly as he shot a smirk.

"AIRHEAD!? Why you!" May screamed as she lunged at Drew, but was held back by Misty and Max. She struggled against their hold as they gripped her arms tight.

"Alright, you two, enough of the lover's quarrel," Dawn teased. After hearing this, May stopped struggling and blushed bright red. Drew's cheeks could be seen bearing the same amount of red. The two of them made eye contact for a split second, but blushed heavily and looked away. They then silently continued to clean as everyone else chuckled and giggled at the sight, before helping them tidy up.


After cleaning up Professor Oak's lab, they all decided to go back to Ash's house. Ash's mom, Delia, remained at Professor Oak's lab to take a look at his newest research. As soon as they got there, Brock and Mr Mime got started on lunch.

"I'm hungry!" Ash groaned.

"It'll ready when it's ready!" Misty yelled as she whacked Ash with her mallet causing everyone to laugh at their antics.

"Okay, well I don't know about you, but I'm bored." Dawn said as everyone nodded in agreement.

"I know, why don't we play truth or dare?" Max asked.

"Yeah, good idea." Kenny replied

"Alright, since it's my birthday, I'm going first." Ash decided.

"Misty, truth or dare?" Ash asked.

"Dare, of course! I'm not scared of anything." Misty scoffed as she smiled smugly.

"I thought you might say that. Okay, I dare you to sit with as many bug pokemon as you can for 1 whole minute." Ash said as he smirked at her. Misty's smile dropped and was replaced by a look of pure horror.

"Y-you c-can't be serious!?" Misty asked.

"Oh, I'm deadly serious." Ash reassured. The menacing look in his eyes confirmed her worst fears.

"Alright everyone, let out your bug pokemon." Ash said. Everyone took out their pokeballs to release their pokemon, but Ash stopped Drew.

"You can leave Butterfree in its pokeball because it won't work on Misty." Ash told him.

"How come?" Drew asked.

"When we travelled together, the first pokemon I ever caught was a caterpie. At first, Misty hated it, but once it evolved into butterfree she was okay around it, so it won't affect her." Ash responded. Drew nodded in understanding.

As the bug type pokemon emerged from their pokeballs, Misty was soon surrounded by Ash's heracross and leavanny, May's beautifly and Drew's Masquerain.

"And go!" Ash shouted as he timed Misty.

~5 seconds later~

"AAARGH!" Misty screamed. Everyone covered their ears in fear that she may burst their eardrums.

"Get 'em off, get 'em off, get 'em off!" Misty whined as Ash chuckled. Ash, May and Drew returned their pokemon to their pokeballs.

"Misty…you only lasted…5 seconds!" Ash managed to get out in between laughs. Everyone else joined in, but soon stopped when they saw the murderous glint in Misty's eyes. Ash saw their scared faces and became confused.

"What's up, you guys?" Ash asked. They all pointed behind him and he gulped as he slowly turned around.

"Ash Ketchum…" Misty growled.

"Now, now, Misty. No need to do anything rash." Ash replied as he laughed nervously.

"…you know that I'm scared of bugs and yet you still use it against me. Take this you insensitive jerk!" Misty shouted as she smacked Ash with his mallet and knocked him out cold. Everyone just stared in shock and fear.

"What? It needed to be done." Misty simply replied. Everyone else just sweat dropped and laughed nervously as they slowly backed away from her.

"Alright, my turn. Drew, truth or dare?" Misty asked. Drew was about to say dare, but when he saw the mischievous smile that played her lips he decided against it.

"Truth." Drew replied.

"Aw, you're no fun." Misty said as she pouted. Then, a genius idea struck her and a smirk tugged at her lips. "Okay then, you have to promise to answer this honestly." Misty said.

"I promise." Drew reassured.

'This is gonna be good.' Misty thought. "Who are the roses really for, Drew?" Misty asked. A faint blush coloured Drew's cheeks as he prepared to answer the question.

"They're for Beautifly." Drew replied coolly. Misty and Dawn looked knowingly at each other as they saw through his excuse.

"Remember, you said that you would answer truthfully." Misty added.

"I am. Who else are they for?" Drew responded as he flicked his hair. Misty sighed as she realised that he wasn't going to give in.

"See. I told you they were for Beautifly." May said causing everyone around her to mentally facepalm.

"Anyway, I think it's my turn." Drew said. He looked around to see who to ask and then his eyes landed on May.

"May, truth or dare?" Drew asked.

"Dare," May replied, confidently.

'Perfect.' Drew thought. "Okay, I dare you to-" Drew started, but was cut off by Brock.

"Lunch is ready!" Brock called as he walked in.

"Alright!" Ash and May cheered. As May got up to go and get food, Drew grabbed her arm and pulled her back.

"I dare you to not eat for the rest of this game." Drew finished. May's jaw dropped as her eyes grew wide.

"B-but, I'm hungry!" May whined.

"Too bad." Drew replied as he smirked at her.

"I hate you." May complained.

"Love you too, May," Drew replied in a jokey way as he winked at her causing May to blush furiously and Misty and Dawn to share knowing grins. May looked on as everyone got their food and sat back down again as they began to eat. Drew knew May was watching him and ate his food particularly slowly to tease May further.

'He is so gonna get it.' May thought.

"Fine, it's my turn now." May grumbled as her stomach remained empty. "Dawn, truth or dare?" May asked.

"Hmmm, truth." Dawn replied.

"Okay, why does Kenny call you Dee Dee?" May asked.

"Oh, that. Well, when Kenny and I were in nursery school, me, him and our friend Leona were given the job of taking care of the nursery pokemon which were a Plusle and Minun. I wanted to be their friends, but I didn't realise that they didn't like the way I played with them, so they shocked me and hair went all static with little bits in it. Leona said it looked like I had dandruff and Kenny said it sparkled like a diamond, ergo the name Diamond Dandruff was born or Dee Dee for short." Dawn explained. As Dawn was telling her story, Kenny silently let Dawn's Pachirisu out of its pokeball and whispered something to it.

"Kinda like this!" Kenny shouted as Pachirisu used discharge on Dawn.

"Aaaagh!" Dawn screamed. After discharge was used, Dawn's hair was sticking up and sparkled like a diamond. Everyone covered their mouths to hold in their laughter, but they couldn't do it and they all burst out laughing.

"KENNY!" Dawn yelled as she tackled him to the floor. She tried to claw to at his face, but he managed to grab her wrists before she could do any harm to him. Once she stopped, she realised the position they were in and blushed madly. She quickly got up and turned away from him. A small pink blush could be seen tinting Kenny's cheeks as he sat up.

"Um, Max, truth or dare?" Dawn asked.

"I'll go with truth." Max replied. Dawn placed her index finger on her chin thoughtfully as she tried to think of a question to ask. When she thought of one, she put her index finger in the air as her mouth formed an 'o' shape.

"Why was Ralts your first pokemon?" Dawn inquired.

"Oh, that's an easy one. Back when I was travelling with Ash, May and Brock, I came across an injured Ralts. It was running a fever and needed medical attention, so we went to take it to the pokemon center. However, Team Rocket tried to capture Ralts, so Ash told me to go alone to the pokemon center while May, Brock and him tried to fend off Team Rocket. I wasn't very sure of myself at the time, but with the encouragement of Ash, May, Brock and Snorunt, I managed to get Ralts to the pokemon center where Nurse Joy healed it. Ralts had to go back with Kirlia and Gardevoir, but I promised Ralts that when I became a trainer I would come back for it, so that's just what I did." Max explained.

"Wow, what a great story." Dawn replied.

"Yeah, I think that was really sweet, Max." Misty added.

"Aww, thanks guys. Anyway, Kenny, truth or dare?" Max questioned.

"I choose dare." Kenny replied.

"I dare you to kiss the girl that you most like in this room." Max said causing Kenny to blush. Max looked over at Misty and winked at her as she grinned back at him. Max had agreed to help Misty get Dawn and Kenny together if she helped him to get May and Drew together because it was so obvious that both couples liked each other, but they were either too blind to see it or refused to admit it.

'There's no getting out of this one.' Kenny thought, so he quickly pecked Dawn on the cheek and sat back down. Dawn blushed as she slowly reached her hand up to touch her cheek.

"Hey, that wasn't a proper kiss!" May complained.

"True, but I didn't specify where, so Kenny managed to find a loophole." Max commented. May pouted because she wanted to see Dawn and Kenny get together as much as Misty did.

"Okay Ash, truth or dare?" Kenny asked.

"Truth." Ash responded.

"Do you want this game to finish as much as I do?" Kenny asked.

"Yeah." Ash replied.

"Yes! That means I can finally eat!" May cheered as she sprinted over to the food.

"Jeez May, the foods not gonna run away you know." Drew commented.

"Oh yeah, well if someone hadn't stopped me from eating then I wouldn't be so hungry, would I?" May retorted with her mouth full of food.

"At least try to act like a lady, May. You're such a pig." Drew added.

"You know what, Drew. I've had just about enough of you." May started as she looked around for something to throw. Then, she spotted a piece of birthday cake on the table. She picked it up and aimed at Drew. "Take this!" May shouted as she threw the piece of cake at Drew which landed in his hair.

"Noooo, not the hair, May! You are so going to pay for that!" Drew roared as he picked up a sandwich and chucked it at May's head.

"Eeeep!" May squealed as she ducked and narrowly missed the flying sandwich. The sandwich went over May's head and hit Misty square in the face. As the sandwich slid down her face and onto the floor, Misty shot Drew the scariest death glare known to man. Drew gulped in fear knowing that he was in for it while everyone else backed away to escape Misty's wrath.

"Drew…" Misty snarled as she picked up another piece of cake.

"Food fight!" Ash cried as everyone started tossing food at each other.


*crash*

'What is going on?' Brock wondered. He walked into the living room to see what was going on when… *splat* Brock grumbled as he wiped the cake off his face and saw that the others were in a full on food fight. He pulled a pokeball and released one of his pokemon.

"Crobat, use supersonic!" Brock commanded. Crobat complied with its trainer's orders and used supersonic causing everyone to stop in their tracks and hold their ears in pain.

"Thanks, Crobat. Return." Brock said as he returned his pokemon. "Just what is going on here?" He asked.

"Well, Drew started it…and May ruined my hair…and Ash yelled food fight!" Everyone started yelling all at once and Brock couldn't hear a word they were saying.

"Hey!" Brock shouted, making everyone silent. "Now, one at a time." Brock said.

"Well, I suggested that we play truth or dare…" Max started.

"…then we all asked questions or gave each other dares…" Ash continued.

"…such as Drew daring May not to eat until the game was finished…" Misty carried on.

"…and then Drew insulted me for wanting to eat, so I threw a piece of cake at him…" May added.

"…which ruined my hair, so I threw a sandwich at May…" Drew resumed.

"…which then hit Misty in the face…" Dawn progressed.

"…and then Ash yelled food fight…" Kenny pressed on.

"…and here we are." Brock finished. Brock sighed as he tried to think of a way to resolve the situation. Suddenly, an excellent idea struck him.

"You were all playing truth or dare, right? Can I have a go?" Brock asked.

"Sure thing, Brock." Ash replied.

"Okay, but instead of you asking me, I'm going to ask all of you. Truth or dare?" Brock questioned. Everyone looked at each other and nodded agreement.

"Dare." They answered in unison.

"Just like I thought. Hey Max, come here a minute," Brock called as Max walked over to him. He whispered his plan into Max's ear and Max nodded at Brock in silent agreement as he smirked at the others.

"I dare you to all go on a journey together. With Max and I of course." Brock challenged.

"What!? You want me to travel with him/her!?" May, Drew, Dawn and Kenny all replied. Ash and Misty didn't have much of a problem with it seeing as they have already travelled together before.

"You're on." Ash agreed.

"Great." Brock responded.

"Hey! You can't agree for us!" May cried.

"Aw come on, it won't be that bad." Max commented.

"Yes it will!" They replied in unison.

"Look, we're all going on this journey together or you're all going to get whacked with my mallet!" Misty threatened. None of them wanted to feel the pain of Misty's mallet, so they all agreed to travel together.

"What about the gym, Misty?" Ash asked.

"After being left with the gym for so long, it's time I took a break for once. Don't worry, I'll make sure my sisters look after the gym." Misty replied, with an evil glint in her eyes.

"Alright, now that that's sorted, where shall we go?" Brock asked.

"Ooh, I really want to go to the Sinnoh region. I've been wanting to compete in the contests there since I went there for the Wallace Cup." May responded.

"Okay, anyone have a problem with that?" Brock asked. They all shook their heads, agreeing with May's suggestion.

"The Sinnoh region it is then! We'll leave first thing tomorrow!" Ash declared.

"Right, now let's all get cleaned up." Brock replied as they all went to clean up the house and themselves.


"Alright, mom, we better get going." Ash said.

"Okay, dear. You look after yourself and don't forget to change your underwear every day." Delia replied.

"Mom!" Ash cried as he blushed in embarrassment. Everyone chuckled at the sight.

"Now, you'll all take good care of my Ash, won't you?" Delia asked.

"Yes, Mrs Ketchum." They all responded in unison.

"Bye Mom! Bye Mr Mime!" Ash said.

"Bye dear!" Delia replied.

"Mime!" Mr Mime responded.

'My Ash is all grown up.' Delia thought.

As Ash's mom waved them off, the eight of them all headed out on their new journey together.


Hope you enjoyed it! Let me know what you think of this story so far! Please R&R!

xBandanaRosesx